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Chemical and Pharmaceutical Bulletin
Volumn 45, Issue 10, 1997, Pages 1705-1707
Asymmetric addition reaction of phenyllithium to 1,2-ethylenediimine with the aid of a chiral ligand
Author keywords

Amine; Asymmetric reaction; Double alkylation; Imine; Kinetic discrimination; Ligand
Indexed keywords

AMINE; IMINE; LIGAND; ORGANOLITHIUM COMPOUND;
EID: 0030660720     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.45.1705     Document Type: Review
Times cited : (11)
References (43)
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    • Asymmetric 1,2-addition reaction of organolithium with imine: Inoue I., Shindo M., Koga K., Kanai M., Tomioka K., Tetrahedron: Asymmetry, 6, 2527-2533 (1995); Tomioka K., Okamoto T., Kanai M., Yamataka H., Tetrahedron Lett., 35, 1891-1892 (1994); Inoue I., Shindo M., Koga K., Tomioka K., Tetrahedron, 50, 4429-4438 (1994); Tomioka K., Inoue I., Shindo M., Koga K., Tetrahedron: Asymmetry, 4, 1603-1606 (1993); idem, Tetrahedron Lett., 32, 3095-3098 (1991); idem, Tetrahedron Lett., 31, 6681-6684 (1990). Asymmetric reaction of lithium ester enolate with imine: Fujieda H., Kanai M., Kambara T., Iida A., Tomioka K., J. Am. Chem. Soc., 119, 2060-2061 (1997). Asymmetric 1,4-addition reaction of organolithium with ene-imine: Tomioka K., Shindo M., Koga K., J. Am. Chem. Soc., 114, 8732-8733 (1992).
    • (1995) Tetrahedron: Asymmetry , vol.6 , pp. 2527-2533
    • Inoue, I.1    Shindo, M.2    Koga, K.3    Kanai, M.4    Tomioka, K.5
  • 2
    • 0028205241 scopus 로고
    • Asymmetric 1,2-addition reaction of organolithium with imine: Inoue I., Shindo M., Koga K., Kanai M., Tomioka K., Tetrahedron: Asymmetry, 6, 2527-2533 (1995); Tomioka K., Okamoto T., Kanai M., Yamataka H., Tetrahedron Lett., 35, 1891-1892 (1994); Inoue I., Shindo M., Koga K., Tomioka K., Tetrahedron, 50, 4429-4438 (1994); Tomioka K., Inoue I., Shindo M., Koga K., Tetrahedron: Asymmetry, 4, 1603-1606 (1993); idem, Tetrahedron Lett., 32, 3095-3098 (1991); idem, Tetrahedron Lett., 31, 6681-6684 (1990). Asymmetric reaction of lithium ester enolate with imine: Fujieda H., Kanai M., Kambara T., Iida A., Tomioka K., J. Am. Chem. Soc., 119, 2060-2061 (1997). Asymmetric 1,4-addition reaction of organolithium with ene-imine: Tomioka K., Shindo M., Koga K., J. Am. Chem. Soc., 114, 8732-8733 (1992).
    • (1994) Tetrahedron Lett. , vol.35 , pp. 1891-1892
    • Tomioka, K.1    Okamoto, T.2    Kanai, M.3    Yamataka, H.4
  • 3
    • 0028300897 scopus 로고
    • Asymmetric 1,2-addition reaction of organolithium with imine: Inoue I., Shindo M., Koga K., Kanai M., Tomioka K., Tetrahedron: Asymmetry, 6, 2527-2533 (1995); Tomioka K., Okamoto T., Kanai M., Yamataka H., Tetrahedron Lett., 35, 1891-1892 (1994); Inoue I., Shindo M., Koga K., Tomioka K., Tetrahedron, 50, 4429-4438 (1994); Tomioka K., Inoue I., Shindo M., Koga K., Tetrahedron: Asymmetry, 4, 1603-1606 (1993); idem, Tetrahedron Lett., 32, 3095-3098 (1991); idem, Tetrahedron Lett., 31, 6681-6684 (1990). Asymmetric reaction of lithium ester enolate with imine: Fujieda H., Kanai M., Kambara T., Iida A., Tomioka K., J. Am. Chem. Soc., 119, 2060-2061 (1997). Asymmetric 1,4-addition reaction of organolithium with ene-imine: Tomioka K., Shindo M., Koga K., J. Am. Chem. Soc., 114, 8732-8733 (1992).
    • (1994) Tetrahedron , vol.50 , pp. 4429-4438
    • Inoue, I.1    Shindo, M.2    Koga, K.3    Tomioka, K.4
  • 4
    • 0027260798 scopus 로고
    • Asymmetric 1,2-addition reaction of organolithium with imine: Inoue I., Shindo M., Koga K., Kanai M., Tomioka K., Tetrahedron: Asymmetry, 6, 2527-2533 (1995); Tomioka K., Okamoto T., Kanai M., Yamataka H., Tetrahedron Lett., 35, 1891-1892 (1994); Inoue I., Shindo M., Koga K., Tomioka K., Tetrahedron, 50, 4429-4438 (1994); Tomioka K., Inoue I., Shindo M., Koga K., Tetrahedron: Asymmetry, 4, 1603-1606 (1993); idem, Tetrahedron Lett., 32, 3095-3098 (1991); idem, Tetrahedron Lett., 31, 6681-6684 (1990). Asymmetric reaction of lithium ester enolate with imine: Fujieda H., Kanai M., Kambara T., Iida A., Tomioka K., J. Am. Chem. Soc., 119, 2060-2061 (1997). Asymmetric 1,4-addition reaction of organolithium with ene-imine: Tomioka K., Shindo M., Koga K., J. Am. Chem. Soc., 114, 8732-8733 (1992).
    • (1993) Tetrahedron: Asymmetry , vol.4 , pp. 1603-1606
    • Tomioka, K.1    Inoue, I.2    Shindo, M.3    Koga, K.4
  • 5
    • 0025728076 scopus 로고
    • Asymmetric 1,2-addition reaction of organolithium with imine: Inoue I., Shindo M., Koga K., Kanai M., Tomioka K., Tetrahedron: Asymmetry, 6, 2527-2533 (1995); Tomioka K., Okamoto T., Kanai M., Yamataka H., Tetrahedron Lett., 35, 1891-1892 (1994); Inoue I., Shindo M., Koga K., Tomioka K., Tetrahedron, 50, 4429-4438 (1994); Tomioka K., Inoue I., Shindo M., Koga K., Tetrahedron: Asymmetry, 4, 1603-1606 (1993); idem, Tetrahedron Lett., 32, 3095-3098 (1991); idem, Tetrahedron Lett., 31, 6681-6684 (1990). Asymmetric reaction of lithium ester enolate with imine: Fujieda H., Kanai M., Kambara T., Iida A., Tomioka K., J. Am. Chem. Soc., 119, 2060-2061 (1997). Asymmetric 1,4-addition reaction of organolithium with ene-imine: Tomioka K., Shindo M., Koga K., J. Am. Chem. Soc., 114, 8732-8733 (1992).
    • (1991) Tetrahedron Lett. , vol.32 , pp. 3095-3098
    • Tomioka, K.1    Inoue, I.2    Shindo, M.3    Koga, K.4
  • 6
    • 0025144699 scopus 로고
    • Asymmetric 1,2-addition reaction of organolithium with imine: Inoue I., Shindo M., Koga K., Kanai M., Tomioka K., Tetrahedron: Asymmetry, 6, 2527-2533 (1995); Tomioka K., Okamoto T., Kanai M., Yamataka H., Tetrahedron Lett., 35, 1891-1892 (1994); Inoue I., Shindo M., Koga K., Tomioka K., Tetrahedron, 50, 4429-4438 (1994); Tomioka K., Inoue I., Shindo M., Koga K., Tetrahedron: Asymmetry, 4, 1603-1606 (1993); idem, Tetrahedron Lett., 32, 3095-3098 (1991); idem, Tetrahedron Lett., 31, 6681-6684 (1990). Asymmetric reaction of lithium ester enolate with imine: Fujieda H., Kanai M., Kambara T., Iida A., Tomioka K., J. Am. Chem. Soc., 119, 2060-2061 (1997). Asymmetric 1,4-addition reaction of organolithium with ene-imine: Tomioka K., Shindo M., Koga K., J. Am. Chem. Soc., 114, 8732-8733 (1992).
    • (1990) Tetrahedron Lett. , vol.31 , pp. 6681-6684
    • Tomioka, K.1    Inoue, I.2    Shindo, M.3    Koga, K.4
  • 7
    • 0030928524 scopus 로고    scopus 로고
    • Asymmetric 1,2-addition reaction of organolithium with imine: Inoue I., Shindo M., Koga K., Kanai M., Tomioka K., Tetrahedron: Asymmetry, 6, 2527-2533 (1995); Tomioka K., Okamoto T., Kanai M., Yamataka H., Tetrahedron Lett., 35, 1891-1892 (1994); Inoue I., Shindo M., Koga K., Tomioka K., Tetrahedron, 50, 4429-4438 (1994); Tomioka K., Inoue I., Shindo M., Koga K., Tetrahedron: Asymmetry, 4, 1603-1606 (1993); idem, Tetrahedron Lett., 32, 3095-3098 (1991); idem, Tetrahedron Lett., 31, 6681-6684 (1990). Asymmetric reaction of lithium ester enolate with imine: Fujieda H., Kanai M., Kambara T., Iida A., Tomioka K., J. Am. Chem. Soc., 119, 2060-2061 (1997). Asymmetric 1,4-addition reaction of organolithium with ene-imine: Tomioka K., Shindo M., Koga K., J. Am. Chem. Soc., 114, 8732-8733 (1992).
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 2060-2061
    • Fujieda, H.1    Kanai, M.2    Kambara, T.3    Iida, A.4    Tomioka, K.5
  • 8
    • 0000196572 scopus 로고
    • Asymmetric 1,2-addition reaction of organolithium with imine: Inoue I., Shindo M., Koga K., Kanai M., Tomioka K., Tetrahedron: Asymmetry, 6, 2527-2533 (1995); Tomioka K., Okamoto T., Kanai M., Yamataka H., Tetrahedron Lett., 35, 1891-1892 (1994); Inoue I., Shindo M., Koga K., Tomioka K., Tetrahedron, 50, 4429-4438 (1994); Tomioka K., Inoue I., Shindo M., Koga K., Tetrahedron: Asymmetry, 4, 1603-1606 (1993); idem, Tetrahedron Lett., 32, 3095-3098 (1991); idem, Tetrahedron Lett., 31, 6681-6684 (1990). Asymmetric reaction of lithium ester enolate with imine: Fujieda H., Kanai M., Kambara T., Iida A., Tomioka K., J. Am. Chem. Soc., 119, 2060-2061 (1997). Asymmetric 1,4-addition reaction of organolithium with ene-imine: Tomioka K., Shindo M., Koga K., J. Am. Chem. Soc., 114, 8732-8733 (1992).
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 8732-8733
    • Tomioka, K.1    Shindo, M.2    Koga, K.3
  • 9
    • 0029933171 scopus 로고    scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1996) Tetrahedron Lett. , vol.37 , pp. 1691-1694
    • Cozzi, P.G.1    Simone, B.D.2    Umani-Ronchi, A.3
  • 10
    • 37049089505 scopus 로고    scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • J. Chem. Soc., Chem. Commun. , vol.1995 , pp. 657-658
    • Hallett, D.J.1    Thomas, E.J.2
  • 11
    • 33748112928 scopus 로고    scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • Synlett. , vol.1995 , pp. 961-962
    • Hashimoto, Y.1    Kobayashi, N.2    Kai, A.3    Saigo, K.4
  • 12
    • 0029582657 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1995) J. Org. Chem. , vol.60 , pp. 8136-8137
    • Gao, Y.1    Sato, F.2
  • 13
    • 0028913649 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1995) Tetrahedron Lett. , vol.36 , pp. 2289-2292
    • Hioki, H.1    Izawa, T.2    Yoshizuka, M.3    Kunitake, R.4    Ito, S.5
  • 14
    • 0028302737 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1994) Tetrahedron Lett. , vol.35 , pp. 3391-3394
    • Bambridge, K.1    Begley, M.J.2    Simpkins, N.S.3
  • 15
    • 84987589362 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1993) Helv. Chim. Acta. , vol.76 , pp. 402-406
    • Enders, D.1    Schankat, J.2
  • 16
    • 0026562016 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1992) Tetrahedron: Asymmetry , vol.3 , pp. 351-354
    • Dembélé, Y.A.1    Belaud, C.2    Hitchcock, P.3    Villiéras, J.4
  • 17
    • 0026075037 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1991) Tetrahedron Lett. , vol.32 , pp. 5865-5868
    • Neumann, W.L.1    Rogic, M.M.2    Dunn, T.J.3
  • 18
    • 0000132710 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1990) J. Org. Chem. , vol.55 , pp. 3475-3483
    • Chang, Z.-Y.1    Coates, R.M.2
  • 19
    • 0029933171 scopus 로고    scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • Synlett. , vol.1990 , pp. 20-22
    • Weber, T.1    Edwards, J.P.2    Denmark, S.E.3
  • 20
    • 0025064261 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1990) Tetrahedron Lett. , vol.31 , pp. 797-800
    • Polniaszek, R.P.1    Dillard, L.W.2
  • 21
    • 84990101158 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1989) Angew. Chem., Int. Ed. Engl. , vol.28 , pp. 1067-1068
    • Kunz, H.1    Pfrengle, W.2
  • 22
    • 0000596267 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1988) Tetrahedron Lett. , vol.29 , pp. 1265-1268
    • Ermert, P.1    Meyer, J.2    Stucki, C.3    Schneebeli, J.4    Obrecht, J.-P.5
  • 23
    • 0023812793 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 6879-6880
    • Cainelli, G.1    Panunzio, M.2    Giacomini, D.3    Martelli, G.4    Spunta, G.5
  • 24
    • 0029933171 scopus 로고    scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • Chem. Lett. , vol.1987 , pp. 293-296
    • Yamada, T.1    Suzuki, K.2    Mukaiyama, T.3
  • 25
    • 84985624865 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1986) Angew. Chem., Int. Ed. Engl. , vol.25 , pp. 1109-1110
    • Enders, D.1    Schubert, H.2    Nübling, C.3
  • 26
    • 0022838866 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 8265-8266
    • Claremon, D.A.1    Lumma, P.K.2    Phillips, B.T.3
  • 27
    • 0000945611 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 7778-7786
    • Yamamoto, Y.1    Nishii, S.2    Maruyama, K.3    Komatsu, T.4    Ito, W.5
  • 28
    • 0021913511 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1985) Tetrahedron Lett. , vol.26 , pp. 1523-1526
    • Iimori, T.1    Shibasaki, M.2
  • 29
    • 0020618827 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1983) J. Org. Chem. , vol.48 , pp. 909-910
    • Fuganti, C.1    Crasselli, P.2    Pedrocchi-Fantoni, G.3
  • 30
    • 85004482993 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1983) Chem. Pharm. Bull. , vol.31 , pp. 4295-4299
    • Takahashi, H.1    Suzuki, H.2
  • 31
    • 0001705805 scopus 로고
    • Representative diastereoselective reactions of imines. Cozzi P. G., Simone B. D., Umani-Ronchi A., Tetrahedron Lett., 37, 1691-1694 (1996); Hallett D. J., Thomas E. J., J. Chem. Soc., Chem. Commun., 1995, 657-658; Hashimoto Y., Kobayashi N., Kai A., Saigo K., Synlett., 1995, 961-962; Gao Y., Sato F., J. Org. Chem., 60, 8136-8137 (1995); Hioki H., Izawa T., Yoshizuka M., Kunitake R., Ito S., Tetrahedron Lett., 36, 2289-2292 (1995); Bambridge K., Begley M. J., Simpkins N. S., Tetrahedron Lett., 35, 3391-3394 (1994); Enders D., Schankat J., Helv. Chim. Acta. 76, 402-406 (1993); Dembélé Y. A., Belaud C., Hitchcock P., Villiéras J., Tetrahedron: Asymmetry, 3, 351-354 (1992); Neumann W. L., Rogic M. M., Dunn T. J., Tetrahedron Lett., 32, 5865-5868 (1991); Chang Z.-Y., Coates R. M., J. Org. Chem., 55, 3475-3483 (1990); Weber T., Edwards J. P., Denmark S. E., Synlett., 1990, 20-22; Polniaszek R. P., Dillard L. W., Tetrahedron Lett., 31, 797-800 (1990); Kunz H., Pfrengle W., Angew. Chem., Int. Ed. Engl., 28, 1067-1068 (1989); Ermert P., Meyer J., Stucki C., Schneebeli J., Obrecht J.-P., Tetrahedron Lett., 29, 1265-1268 (1988); Cainelli G., Panunzio M., Giacomini D., Martelli G., Spunta G., J. Am. Chem. Soc., 110, 6879-6880 (1988); Yamada T., Suzuki K., Mukaiyama T., Chem. Lett., 1987, 293-296; Enders D., Schubert H., Nübling C, Angew. Chem., Int. Ed. Engl., 25, 1109-1110 (1986); Claremon D. A., Lumma P. K., Phillips B. T., J. Am. Chem. Soc., 108, 8265-8266 (1986); Yamamoto Y., Nishii S., Maruyama K., Komatsu T., Ito W., J. Am. Chem. Soc., 108, 7778-7786 (1986); Iimori T., Shibasaki M., Tetrahedron Lett., 26, 1523-1526 (1985); Fuganti C., Crasselli P., Pedrocchi-Fantoni G., J. Org. Chem., 48, 909-910 (1983); Takahashi H., Suzuki H., Chem. Pharm. Bull., 31, 4295-4299 (1983); Ojima I., Inaba S., Tetrahedron Lett., 21, 2081-2084 (1980).
    • (1980) Tetrahedron Lett. , vol.21 , pp. 2081-2084
    • Ojima, I.1    Inaba, S.2
  • 32
    • 0005450233 scopus 로고    scopus 로고
    • The status of the external chiral ligand-controlled addition of organolithiums to imines has been summarized: Denmark S. E., Nicaise O. J.-C., J. Chem. Soc., Chem. Commun., 1996. 999-1004. Representative publications: Nakamura M., Hirai A., Nakamura E., J. Am. Chem. Soc., 118, 8489-8490 (1996); Ukaji Y., Kenmoku Y., Inomata K., Tetrahedron: Asymmetry, 7, 53-56 (1996); Denmark S. E., Nakajima N., Nicaise O. J.-C., J. Am. Chem. Soc., 116, 8797-8798 (1994); Katritzky A. R., Harris P. A., Tetrahedron: Asymmetry, 3, 437-442 (1992); Soai K., Hatanaka T., Miyazawa T., J. Chem. Soc., Chem. Commun., 1992, 1097-1098; Itsuno S., Yanaka H., Hachisuka C., Ito K., J. Chem. Soc., Perkin Trans, 1, 1991, 1341-1342.
    • J. Chem. Soc., Chem. Commun. , vol.1996 , pp. 999-1004
    • Denmark, S.E.1    Nicaise, O.J.-C.2
  • 33
    • 0029812556 scopus 로고    scopus 로고
    • The status of the external chiral ligand-controlled addition of organolithiums to imines has been summarized: Denmark S. E., Nicaise O. J.-C., J. Chem. Soc., Chem. Commun., 1996. 999-1004. Representative publications: Nakamura M., Hirai A., Nakamura E., J. Am. Chem. Soc., 118, 8489-8490 (1996); Ukaji Y., Kenmoku Y., Inomata K., Tetrahedron: Asymmetry, 7, 53-56 (1996); Denmark S. E., Nakajima N., Nicaise O. J.-C., J. Am. Chem. Soc., 116, 8797-8798 (1994); Katritzky A. R., Harris P. A., Tetrahedron: Asymmetry, 3, 437-442 (1992); Soai K., Hatanaka T., Miyazawa T., J. Chem. Soc., Chem. Commun., 1992, 1097-1098; Itsuno S., Yanaka H., Hachisuka C., Ito K., J. Chem. Soc., Perkin Trans, 1, 1991, 1341-1342.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 8489-8490
    • Nakamura, M.1    Hirai, A.2    Nakamura, E.3
  • 34
    • 0030069086 scopus 로고    scopus 로고
    • The status of the external chiral ligand-controlled addition of organolithiums to imines has been summarized: Denmark S. E., Nicaise O. J.-C., J. Chem. Soc., Chem. Commun., 1996. 999-1004. Representative publications: Nakamura M., Hirai A., Nakamura E., J. Am. Chem. Soc., 118, 8489-8490 (1996); Ukaji Y., Kenmoku Y., Inomata K., Tetrahedron: Asymmetry, 7, 53-56 (1996); Denmark S. E., Nakajima N., Nicaise O. J.-C., J. Am. Chem. Soc., 116, 8797-8798 (1994); Katritzky A. R., Harris P. A., Tetrahedron: Asymmetry, 3, 437-442 (1992); Soai K., Hatanaka T., Miyazawa T., J. Chem. Soc., Chem. Commun., 1992, 1097-1098; Itsuno S., Yanaka H., Hachisuka C., Ito K., J. Chem. Soc., Perkin Trans, 1, 1991, 1341-1342.
    • (1996) Tetrahedron: Asymmetry , vol.7 , pp. 53-56
    • Ukaji, Y.1    Kenmoku, Y.2    Inomata, K.3
  • 35
    • 0000034072 scopus 로고
    • The status of the external chiral ligand-controlled addition of organolithiums to imines has been summarized: Denmark S. E., Nicaise O. J.-C., J. Chem. Soc., Chem. Commun., 1996. 999-1004. Representative publications: Nakamura M., Hirai A., Nakamura E., J. Am. Chem. Soc., 118, 8489-8490 (1996); Ukaji Y., Kenmoku Y., Inomata K., Tetrahedron: Asymmetry, 7, 53-56 (1996); Denmark S. E., Nakajima N., Nicaise O. J.-C., J. Am. Chem. Soc., 116, 8797-8798 (1994); Katritzky A. R., Harris P. A., Tetrahedron: Asymmetry, 3, 437-442 (1992); Soai K., Hatanaka T., Miyazawa T., J. Chem. Soc., Chem. Commun., 1992, 1097-1098; Itsuno S., Yanaka H., Hachisuka C., Ito K., J. Chem. Soc., Perkin Trans, 1, 1991, 1341-1342.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 8797-8798
    • Denmark, S.E.1    Nakajima, N.2    Nicaise, O.J.-C.3
  • 36
    • 0026578128 scopus 로고
    • The status of the external chiral ligand-controlled addition of organolithiums to imines has been summarized: Denmark S. E., Nicaise O. J.-C., J. Chem. Soc., Chem. Commun., 1996. 999-1004. Representative publications: Nakamura M., Hirai A., Nakamura E., J. Am. Chem. Soc., 118, 8489-8490 (1996); Ukaji Y., Kenmoku Y., Inomata K., Tetrahedron: Asymmetry, 7, 53-56 (1996); Denmark S. E., Nakajima N., Nicaise O. J.-C., J. Am. Chem. Soc., 116, 8797-8798 (1994); Katritzky A. R., Harris P. A., Tetrahedron: Asymmetry, 3, 437-442 (1992); Soai K., Hatanaka T., Miyazawa T., J. Chem. Soc., Chem. Commun., 1992, 1097-1098; Itsuno S., Yanaka H., Hachisuka C., Ito K., J. Chem. Soc., Perkin Trans, 1, 1991, 1341-1342.
    • (1992) Tetrahedron: Asymmetry , vol.3 , pp. 437-442
    • Katritzky, A.R.1    Harris, P.A.2
  • 37
    • 33750502330 scopus 로고    scopus 로고
    • The status of the external chiral ligand-controlled addition of organolithiums to imines has been summarized: Denmark S. E., Nicaise O. J.-C., J. Chem. Soc., Chem. Commun., 1996. 999-1004. Representative publications: Nakamura M., Hirai A., Nakamura E., J. Am. Chem. Soc., 118, 8489-8490 (1996); Ukaji Y., Kenmoku Y., Inomata K., Tetrahedron: Asymmetry, 7, 53-56 (1996); Denmark S. E., Nakajima N., Nicaise O. J.-C., J. Am. Chem. Soc., 116, 8797-8798 (1994); Katritzky A. R., Harris P. A., Tetrahedron: Asymmetry, 3, 437-442 (1992); Soai K., Hatanaka T., Miyazawa T., J. Chem. Soc., Chem. Commun., 1992, 1097-1098; Itsuno S., Yanaka H., Hachisuka C., Ito K., J. Chem. Soc., Perkin Trans, 1, 1991, 1341-1342.
    • J. Chem. Soc., Chem. Commun. , vol.1992 , pp. 1097-1098
    • Soai, K.1    Hatanaka, T.2    Miyazawa, T.3
  • 38
    • 37049086002 scopus 로고    scopus 로고
    • The status of the external chiral ligand-controlled addition of organolithiums to imines has been summarized: Denmark S. E., Nicaise O. J.-C., J. Chem. Soc., Chem. Commun., 1996. 999-1004. Representative publications: Nakamura M., Hirai A., Nakamura E., J. Am. Chem. Soc., 118, 8489-8490 (1996); Ukaji Y., Kenmoku Y., Inomata K., Tetrahedron: Asymmetry, 7, 53-56 (1996); Denmark S. E., Nakajima N., Nicaise O. J.-C., J. Am. Chem. Soc., 116, 8797-8798 (1994); Katritzky A. R., Harris P. A., Tetrahedron: Asymmetry, 3, 437-442 (1992); Soai K., Hatanaka T., Miyazawa T., J. Chem. Soc., Chem. Commun., 1992, 1097-1098; Itsuno S., Yanaka H., Hachisuka C., Ito K., J. Chem. Soc., Perkin Trans, 1, 1991, 1341-1342.
    • J. Chem. Soc., Perkin Trans, 1 , vol.1991 , pp. 1341-1342
    • Itsuno, S.1    Yanaka, H.2    Hachisuka, C.3    Ito, K.4
  • 41
    • 0342863425 scopus 로고    scopus 로고
    • note
    • The products 3 and 4 were not separable by column choromatography. The ee of 3 was determined by analyzing the mixture directly using chiral HPLC.
  • 43
    • 0343734027 scopus 로고    scopus 로고
    • note
    • 3 unless otherwise noted. Chemical shift values are expressed in ppm relative to internal tetramethylsilane. Abbreviations are as follows: s, singlet; d, doublet; t, triplet; m, multiplet. MS were taken with a JEOL-01, SG-2 mass spectrometer or a JEOL DX-300 mass spectrometer.

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