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Volumn 125, Issue 13, 2003, Pages 3720-3721

Tandem N-alkylation-C-allylation reaction of α-imino esters with organoaluminums and allyltributyltin

Author keywords

[No Author keywords available]

Indexed keywords

ALUMINUM DERIVATIVE; TRIBUTYLTIN;

EID: 0037414291     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja029639o     Document Type: Article
Times cited : (85)

References (34)
  • 9
    • 0242696870 scopus 로고    scopus 로고
    • The recent reports on the allylation of imines with allytins: (a) Bao, M.; Nakamura, H.; Inoue, A.; Yamamoto, Y. Chem. Lett. 2002, 158. (b) Shimizu, M.; Morita, A.; Kaga, T. Tetrahedron Lett. 1999, 40, 8401. (c) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242. (d) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1997, 119, 10049. (e) Kobayashi, S.; Iwamoto, S.; Nagayama, S. Synlett 1997, 1099. (f) Nakamura, H.; Iwama, H.; Yamamoto, Y. Chem. Commun. 1996, 1459. (g) Bellucci, C.; Cozzi, P. G.; Umani-Ronchi, A. Tetrahedron Lett. 1995, 36, 7289. (h) Ciufolini, M. A.; Spencer, G. O. J. Org. Chem. 1989, 54, 4739. (i) Keck, G. E.; Enholm, E. J. J. Org. Chem. 1985, 50, 147. (j) Trost, B. M.; Bonk, P. J. J. Am. Chem. Soc. 1985, 107, 1778. (k) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Org. Chem. 1985, 50, 3115.
    • (2002) Chem. Lett. , vol.158
    • Bao, M.1    Nakamura, H.2    Inoue, A.3    Yamamoto, Y.4
  • 10
    • 0033607442 scopus 로고    scopus 로고
    • The recent reports on the allylation of imines with allytins: (a) Bao, M.; Nakamura, H.; Inoue, A.; Yamamoto, Y. Chem. Lett. 2002, 158. (b) Shimizu, M.; Morita, A.; Kaga, T. Tetrahedron Lett. 1999, 40, 8401. (c) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242. (d) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1997, 119, 10049. (e) Kobayashi, S.; Iwamoto, S.; Nagayama, S. Synlett 1997, 1099. (f) Nakamura, H.; Iwama, H.; Yamamoto, Y. Chem. Commun. 1996, 1459. (g) Bellucci, C.; Cozzi, P. G.; Umani-Ronchi, A. Tetrahedron Lett. 1995, 36, 7289. (h) Ciufolini, M. A.; Spencer, G. O. J. Org. Chem. 1989, 54, 4739. (i) Keck, G. E.; Enholm, E. J. J. Org. Chem. 1985, 50, 147. (j) Trost, B. M.; Bonk, P. J. J. Am. Chem. Soc. 1985, 107, 1778. (k) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Org. Chem. 1985, 50, 3115.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 8401
    • Shimizu, M.1    Morita, A.2    Kaga, T.3
  • 11
    • 0000298478 scopus 로고    scopus 로고
    • The recent reports on the allylation of imines with allytins: (a) Bao, M.; Nakamura, H.; Inoue, A.; Yamamoto, Y. Chem. Lett. 2002, 158. (b) Shimizu, M.; Morita, A.; Kaga, T. Tetrahedron Lett. 1999, 40, 8401. (c) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242. (d) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1997, 119, 10049. (e) Kobayashi, S.; Iwamoto, S.; Nagayama, S. Synlett 1997, 1099. (f) Nakamura, H.; Iwama, H.; Yamamoto, Y. Chem. Commun. 1996, 1459. (g) Bellucci, C.; Cozzi, P. G.; Umani-Ronchi, A. Tetrahedron Lett. 1995, 36, 7289. (h) Ciufolini, M. A.; Spencer, G. O. J. Org. Chem. 1989, 54, 4739. (i) Keck, G. E.; Enholm, E. J. J. Org. Chem. 1985, 50, 147. (j) Trost, B. M.; Bonk, P. J. J. Am. Chem. Soc. 1985, 107, 1778. (k) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Org. Chem. 1985, 50, 3115.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 4242
    • Nakamura, H.1    Nakamura, K.2    Yamamoto, Y.3
  • 12
    • 0030669813 scopus 로고    scopus 로고
    • The recent reports on the allylation of imines with allytins: (a) Bao, M.; Nakamura, H.; Inoue, A.; Yamamoto, Y. Chem. Lett. 2002, 158. (b) Shimizu, M.; Morita, A.; Kaga, T. Tetrahedron Lett. 1999, 40, 8401. (c) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242. (d) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1997, 119, 10049. (e) Kobayashi, S.; Iwamoto, S.; Nagayama, S. Synlett 1997, 1099. (f) Nakamura, H.; Iwama, H.; Yamamoto, Y. Chem. Commun. 1996, 1459. (g) Bellucci, C.; Cozzi, P. G.; Umani-Ronchi, A. Tetrahedron Lett. 1995, 36, 7289. (h) Ciufolini, M. A.; Spencer, G. O. J. Org. Chem. 1989, 54, 4739. (i) Keck, G. E.; Enholm, E. J. J. Org. Chem. 1985, 50, 147. (j) Trost, B. M.; Bonk, P. J. J. Am. Chem. Soc. 1985, 107, 1778. (k) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Org. Chem. 1985, 50, 3115.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 10049
    • Kobayashi, S.1    Nagayama, S.2
  • 13
    • 0001903120 scopus 로고    scopus 로고
    • The recent reports on the allylation of imines with allytins: (a) Bao, M.; Nakamura, H.; Inoue, A.; Yamamoto, Y. Chem. Lett. 2002, 158. (b) Shimizu, M.; Morita, A.; Kaga, T. Tetrahedron Lett. 1999, 40, 8401. (c) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242. (d) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1997, 119, 10049. (e) Kobayashi, S.; Iwamoto, S.; Nagayama, S. Synlett 1997, 1099. (f) Nakamura, H.; Iwama, H.; Yamamoto, Y. Chem. Commun. 1996, 1459. (g) Bellucci, C.; Cozzi, P. G.; Umani-Ronchi, A. Tetrahedron Lett. 1995, 36, 7289. (h) Ciufolini, M. A.; Spencer, G. O. J. Org. Chem. 1989, 54, 4739. (i) Keck, G. E.; Enholm, E. J. J. Org. Chem. 1985, 50, 147. (j) Trost, B. M.; Bonk, P. J. J. Am. Chem. Soc. 1985, 107, 1778. (k) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Org. Chem. 1985, 50, 3115.
    • (1997) Synlett , pp. 1099
    • Kobayashi, S.1    Iwamoto, S.2    Nagayama, S.3
  • 14
    • 0002061843 scopus 로고    scopus 로고
    • The recent reports on the allylation of imines with allytins: (a) Bao, M.; Nakamura, H.; Inoue, A.; Yamamoto, Y. Chem. Lett. 2002, 158. (b) Shimizu, M.; Morita, A.; Kaga, T. Tetrahedron Lett. 1999, 40, 8401. (c) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242. (d) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1997, 119, 10049. (e) Kobayashi, S.; Iwamoto, S.; Nagayama, S. Synlett 1997, 1099. (f) Nakamura, H.; Iwama, H.; Yamamoto, Y. Chem. Commun. 1996, 1459. (g) Bellucci, C.; Cozzi, P. G.; Umani-Ronchi, A. Tetrahedron Lett. 1995, 36, 7289. (h) Ciufolini, M. A.; Spencer, G. O. J. Org. Chem. 1989, 54, 4739. (i) Keck, G. E.; Enholm, E. J. J. Org. Chem. 1985, 50, 147. (j) Trost, B. M.; Bonk, P. J. J. Am. Chem. Soc. 1985, 107, 1778. (k) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Org. Chem. 1985, 50, 3115.
    • (1996) Chem. Commun. , pp. 1459
    • Nakamura, H.1    Iwama, H.2    Yamamoto, Y.3
  • 15
    • 0029087148 scopus 로고
    • The recent reports on the allylation of imines with allytins: (a) Bao, M.; Nakamura, H.; Inoue, A.; Yamamoto, Y. Chem. Lett. 2002, 158. (b) Shimizu, M.; Morita, A.; Kaga, T. Tetrahedron Lett. 1999, 40, 8401. (c) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242. (d) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1997, 119, 10049. (e) Kobayashi, S.; Iwamoto, S.; Nagayama, S. Synlett 1997, 1099. (f) Nakamura, H.; Iwama, H.; Yamamoto, Y. Chem. Commun. 1996, 1459. (g) Bellucci, C.; Cozzi, P. G.; Umani-Ronchi, A. Tetrahedron Lett. 1995, 36, 7289. (h) Ciufolini, M. A.; Spencer, G. O. J. Org. Chem. 1989, 54, 4739. (i) Keck, G. E.; Enholm, E. J. J. Org. Chem. 1985, 50, 147. (j) Trost, B. M.; Bonk, P. J. J. Am. Chem. Soc. 1985, 107, 1778. (k) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Org. Chem. 1985, 50, 3115.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 7289
    • Bellucci, C.1    Cozzi, P.G.2    Umani-Ronchi, A.3
  • 16
    • 0000387442 scopus 로고
    • The recent reports on the allylation of imines with allytins: (a) Bao, M.; Nakamura, H.; Inoue, A.; Yamamoto, Y. Chem. Lett. 2002, 158. (b) Shimizu, M.; Morita, A.; Kaga, T. Tetrahedron Lett. 1999, 40, 8401. (c) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242. (d) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1997, 119, 10049. (e) Kobayashi, S.; Iwamoto, S.; Nagayama, S. Synlett 1997, 1099. (f) Nakamura, H.; Iwama, H.; Yamamoto, Y. Chem. Commun. 1996, 1459. (g) Bellucci, C.; Cozzi, P. G.; Umani-Ronchi, A. Tetrahedron Lett. 1995, 36, 7289. (h) Ciufolini, M. A.; Spencer, G. O. J. Org. Chem. 1989, 54, 4739. (i) Keck, G. E.; Enholm, E. J. J. Org. Chem. 1985, 50, 147. (j) Trost, B. M.; Bonk, P. J. J. Am. Chem. Soc. 1985, 107, 1778. (k) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Org. Chem. 1985, 50, 3115.
    • (1989) J. Org. Chem. , vol.54 , pp. 4739
    • Ciufolini, M.A.1    Spencer, G.O.2
  • 17
    • 0242696869 scopus 로고
    • The recent reports on the allylation of imines with allytins: (a) Bao, M.; Nakamura, H.; Inoue, A.; Yamamoto, Y. Chem. Lett. 2002, 158. (b) Shimizu, M.; Morita, A.; Kaga, T. Tetrahedron Lett. 1999, 40, 8401. (c) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242. (d) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1997, 119, 10049. (e) Kobayashi, S.; Iwamoto, S.; Nagayama, S. Synlett 1997, 1099. (f) Nakamura, H.; Iwama, H.; Yamamoto, Y. Chem. Commun. 1996, 1459. (g) Bellucci, C.; Cozzi, P. G.; Umani-Ronchi, A. Tetrahedron Lett. 1995, 36, 7289. (h) Ciufolini, M. A.; Spencer, G. O. J. Org. Chem. 1989, 54, 4739. (i) Keck, G. E.; Enholm, E. J. J. Org. Chem. 1985, 50, 147. (j) Trost, B. M.; Bonk, P. J. J. Am. Chem. Soc. 1985, 107, 1778. (k) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Org. Chem. 1985, 50, 3115.
    • (1985) J. Org. Chem. , vol.50 , pp. 147
    • Keck, G.E.1    Enholm, E.J.2
  • 18
    • 0000080675 scopus 로고
    • The recent reports on the allylation of imines with allytins: (a) Bao, M.; Nakamura, H.; Inoue, A.; Yamamoto, Y. Chem. Lett. 2002, 158. (b) Shimizu, M.; Morita, A.; Kaga, T. Tetrahedron Lett. 1999, 40, 8401. (c) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242. (d) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1997, 119, 10049. (e) Kobayashi, S.; Iwamoto, S.; Nagayama, S. Synlett 1997, 1099. (f) Nakamura, H.; Iwama, H.; Yamamoto, Y. Chem. Commun. 1996, 1459. (g) Bellucci, C.; Cozzi, P. G.; Umani-Ronchi, A. Tetrahedron Lett. 1995, 36, 7289. (h) Ciufolini, M. A.; Spencer, G. O. J. Org. Chem. 1989, 54, 4739. (i) Keck, G. E.; Enholm, E. J. J. Org. Chem. 1985, 50, 147. (j) Trost, B. M.; Bonk, P. J. J. Am. Chem. Soc. 1985, 107, 1778. (k) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Org. Chem. 1985, 50, 3115.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 1778
    • Trost, B.M.1    Bonk, P.J.2
  • 19
    • 0000660859 scopus 로고
    • The recent reports on the allylation of imines with allytins: (a) Bao, M.; Nakamura, H.; Inoue, A.; Yamamoto, Y. Chem. Lett. 2002, 158. (b) Shimizu, M.; Morita, A.; Kaga, T. Tetrahedron Lett. 1999, 40, 8401. (c) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242. (d) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1997, 119, 10049. (e) Kobayashi, S.; Iwamoto, S.; Nagayama, S. Synlett 1997, 1099. (f) Nakamura, H.; Iwama, H.; Yamamoto, Y. Chem. Commun. 1996, 1459. (g) Bellucci, C.; Cozzi, P. G.; Umani-Ronchi, A. Tetrahedron Lett. 1995, 36, 7289. (h) Ciufolini, M. A.; Spencer, G. O. J. Org. Chem. 1989, 54, 4739. (i) Keck, G. E.; Enholm, E. J. J. Org. Chem. 1985, 50, 147. (j) Trost, B. M.; Bonk, P. J. J. Am. Chem. Soc. 1985, 107, 1778. (k) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Org. Chem. 1985, 50, 3115.
    • (1985) J. Org. Chem. , vol.50 , pp. 3115
    • Yamamoto, Y.1    Komatsu, T.2    Maruyama, K.3
  • 30
    • 0242444504 scopus 로고    scopus 로고
    • note
    • 2-AICN/BPO, only a trace of N-ethylation-C-cyanation product was obtained.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.