메뉴 건너뛰기




Volumn 40, Issue 48, 1999, Pages 8317-8321

Cerium(III) chloride promoted opening of [3.2.1] oxabicycles with methyllithium

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLO[3.2.1]OCTANE DERIVATIVE; CERIUM; CYCLOHEPTENE; LITHIUM DERIVATIVE;

EID: 0033607704     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01764-5     Document Type: Article
Times cited : (13)

References (33)
  • 1
    • 0002043944 scopus 로고    scopus 로고
    • 1. For reviews which include [4+3] cycloadditions and their use in synthesis, see: (a) Lautens, M.; Chiu, P. Top. Curr. Chem. 1997, 190, 3. (b) Hosomi, A.; Tominaga, Y. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 5, 593. (c) Mann, J. Tetrahedron 1986, 42, 4611. (d) Hoffmann, H. M. R. Angew. Chem., Int. Ed. Engl. 1984, 23, 1. (e) Noyori, R.; Hayakawa, Y. Org. React. 1983, 29, 163.
    • (1997) Top. Curr. Chem. , vol.190 , pp. 3
    • Lautens, M.1    Chiu, P.2
  • 2
    • 0001753657 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K.
    • 1. For reviews which include cycloadditions and their use in synthesis, see: (a) Lautens, M.; Chiu, P. Top. Curr. Chem. 1997, 190, 3. (b) Hosomi, A.; Tominaga, Y. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 5, 593. (c) Mann, J. Tetrahedron 1986, 42, 4611. (d) Hoffmann, H. M. R. Angew. Chem., Int. Ed. Engl. 1984, 23, 1. (e) Noyori, R.; Hayakawa, Y. Org. React. 1983, 29, 163.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 593
    • Hosomi, A.1    Tominaga, Y.2
  • 3
    • 0001523555 scopus 로고
    • 1. For reviews which include cycloadditions and their use in synthesis, see: (a) Lautens, M.; Chiu, P. Top. Curr. Chem. 1997, 190, 3. (b) Hosomi, A.; Tominaga, Y. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 5, 593. (c) Mann, J. Tetrahedron 1986, 42, 4611. (d) Hoffmann, H. M. R. Angew. Chem., Int. Ed. Engl. 1984, 23, 1. (e) Noyori, R.; Hayakawa, Y. Org. React. 1983, 29, 163.
    • (1986) Tetrahedron , vol.42 , pp. 4611
    • Mann, J.1
  • 4
    • 0002108811 scopus 로고
    • 1. For reviews which include cycloadditions and their use in synthesis, see: (a) Lautens, M.; Chiu, P. Top. Curr. Chem. 1997, 190, 3. (b) Hosomi, A.; Tominaga, Y. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 5, 593. (c) Mann, J. Tetrahedron 1986, 42, 4611. (d) Hoffmann, H. M. R. Angew. Chem., Int. Ed. Engl. 1984, 23, 1. (e) Noyori, R.; Hayakawa, Y. Org. React. 1983, 29, 163.
    • (1984) Angew. Chem., Int. Ed. Engl. , vol.23 , pp. 1
    • Hoffmann, H.M.R.1
  • 5
    • 0000400239 scopus 로고
    • 1. For reviews which include cycloadditions and their use in synthesis, see: (a) Lautens, M.; Chiu, P. Top. Curr. Chem. 1997, 190, 3. (b) Hosomi, A.; Tominaga, Y. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 5, 593. (c) Mann, J. Tetrahedron 1986, 42, 4611. (d) Hoffmann, H. M. R. Angew. Chem., Int. Ed. Engl. 1984, 23, 1. (e) Noyori, R.; Hayakawa, Y. Org. React. 1983, 29, 163.
    • (1983) Org. React. , vol.29 , pp. 163
    • Noyori, R.1    Hayakawa, Y.2
  • 17
    • 0032505257 scopus 로고    scopus 로고
    • 4. For examples of oxabicyclic compounds as a route to acyclic compounds with multiple Stereocenters, see: (a) Arjona, O.; Menchaca, R.; Plumet, J. Tetrahedron Lett. 1998, 39, 6753. (b) Lautens, M. Synlett 1993, 177.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 6753
    • Arjona, O.1    Menchaca, R.2    Plumet, J.3
  • 18
    • 85022595277 scopus 로고
    • For examples of oxabicyclic compounds as a route to acyclic compounds with multiple Stereocenters, see: (a) Arjona, O.; Menchaca, R.; Plumet, J. Tetrahedron Lett. 1998, 39, 6753. (b) Lautens, M. Synlett 1993, 177.
    • (1993) Synlett , pp. 177
    • Lautens, M.1
  • 20
    • 0009531208 scopus 로고    scopus 로고
    • Ph.D. Thesis, University of Toronto, 1997
    • (b) Colucci, J. Ph.D. Thesis, University of Toronto, 1997.
    • Colucci, J.1
  • 23
    • 84924831506 scopus 로고
    • 8. Smith, R. A.; Peterson, W. H.; McCoy, E. Antibiot. Chemother. 1954, 4, 962. For the structurally related Rutamycins refer to the following: Wuthier, D.; Keller-Schierlein, W.; Wahl, B. Helv. Chim. Acta 1984, 67, 1208. Thompson, P. Q.; Hoehn, M. M.; Higgins, C. E. Antimicrob. Agents Chemother. 1961, 474.
    • (1954) Antibiot. Chemother. , vol.4 , pp. 962
    • Smith, R.A.1    Peterson, W.H.2    McCoy, E.3
  • 24
    • 0021185648 scopus 로고
    • For the structurally related Rutamycins refer to the following
    • Smith, R. A.; Peterson, W. H.; McCoy, E. Antibiot. Chemother. 1954, 4, 962. For the structurally related Rutamycins refer to the following: Wuthier, D.; Keller-Schierlein, W.; Wahl, B. Helv. Chim. Acta 1984, 67, 1208. Thompson, P. Q.; Hoehn, M. M.; Higgins, C. E. Antimicrob. Agents Chemother. 1961, 474.
    • (1984) Helv. Chim. Acta , vol.67 , pp. 1208
    • Wuthier, D.1    Keller-Schierlein, W.2    Wahl, B.3
  • 25
    • 0003876488 scopus 로고
    • Smith, R. A.; Peterson, W. H.; McCoy, E. Antibiot. Chemother. 1954, 4, 962. For the structurally related Rutamycins refer to the following: Wuthier, D.; Keller-Schierlein, W.; Wahl, B. Helv. Chim. Acta 1984, 67, 1208. Thompson, P. Q.; Hoehn, M. M.; Higgins, C. E. Antimicrob. Agents Chemother. 1961, 474.
    • (1961) Antimicrob. Agents Chemother. , pp. 474
    • Thompson, P.Q.1    Hoehn, M.M.2    Higgins, C.E.3
  • 26
    • 0030969012 scopus 로고    scopus 로고
    • 9. Kobayashi, M.; Higuchi, K.; Murakami, N.; Tajima, H.; Aoki, S. Tetrahedron Lett. 1997, 38, 2859. For structurally related compounds refer to the following. Anguinomycins: Hayakawa, Y.; Sohda, K.; Shin-Ya, K.; Seto, H. J. Antibiot. 1995, 48, 954. Kazusamycin: Komiyama, K.; Okada, K.; Oka, H.; Tomisaka, S.; Miyano, T.; Funayama, S.; Umezawa, I. J. Antibiot.1985, 38, 220. Leptofuranins: Hayakawa, Y.; Sohda, K.; Seto, H. J. Antibiot. 1996, 49, 980. Leptomycins: Hamamoto, T.; Seto, H.; Beppu, T. J. Antibiot. 1983, 36, 646. Leptostatin: Abe, K.; Yoshida, M.; Naoki, H.; Horinouchi, S.; Beppu, T. J. Antibiot. 1993, 46, 735.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 2859
    • Kobayashi, M.1    Higuchi, K.2    Murakami, N.3    Tajima, H.4    Aoki, S.5
  • 27
    • 0028820768 scopus 로고
    • For structurally related compounds refer to the following. Anguinomycins
    • Kobayashi, M.; Higuchi, K.; Murakami, N.; Tajima, H.; Aoki, S. Tetrahedron Lett. 1997, 38, 2859. For structurally related compounds refer to the following. Anguinomycins: Hayakawa, Y.; Sohda, K.; Shin-Ya, K.; Seto, H. J. Antibiot. 1995, 48, 954. Kazusamycin: Komiyama, K.; Okada, K.; Oka, H.; Tomisaka, S.; Miyano, T.; Funayama, S.; Umezawa, I. J. Antibiot.1985, 38, 220. Leptofuranins: Hayakawa, Y.; Sohda, K.; Seto, H. J. Antibiot. 1996, 49, 980. Leptomycins: Hamamoto, T.; Seto, H.; Beppu, T. J. Antibiot. 1983, 36, 646. Leptostatin: Abe, K.; Yoshida, M.; Naoki, H.; Horinouchi, S.; Beppu, T. J. Antibiot. 1993, 46, 735.
    • (1995) J. Antibiot. , vol.48 , pp. 954
    • Hayakawa, Y.1    Sohda, K.2    Shin-Ya, K.3    Seto, H.4
  • 28
    • 0021963056 scopus 로고
    • Kazusamycin
    • Kobayashi, M.; Higuchi, K.; Murakami, N.; Tajima, H.; Aoki, S. Tetrahedron Lett. 1997, 38, 2859. For structurally related compounds refer to the following. Anguinomycins: Hayakawa, Y.; Sohda, K.; Shin-Ya, K.; Seto, H. J. Antibiot. 1995, 48, 954. Kazusamycin: Komiyama, K.; Okada, K.; Oka, H.; Tomisaka, S.; Miyano, T.; Funayama, S.; Umezawa, I. J. Antibiot. 1985, 38, 220. Leptofuranins: Hayakawa, Y.; Sohda, K.; Seto, H. J. Antibiot. 1996, 49, 980. Leptomycins: Hamamoto, T.; Seto, H.; Beppu, T. J. Antibiot. 1983, 36, 646. Leptostatin: Abe, K.; Yoshida, M.; Naoki, H.; Horinouchi, S.; Beppu, T. J. Antibiot. 1993, 46, 735.
    • (1985) J. Antibiot. , vol.38 , pp. 220
    • Komiyama, K.1    Okada, K.2    Oka, H.3    Tomisaka, S.4    Miyano, T.5    Funayama, S.6    Umezawa, I.7
  • 29
    • 0029796859 scopus 로고    scopus 로고
    • Leptofuranins
    • Kobayashi, M.; Higuchi, K.; Murakami, N.; Tajima, H.; Aoki, S. Tetrahedron Lett. 1997, 38, 2859. For structurally related compounds refer to the following. Anguinomycins: Hayakawa, Y.; Sohda, K.; Shin-Ya, K.; Seto, H. J. Antibiot. 1995, 48, 954. Kazusamycin: Komiyama, K.; Okada, K.; Oka, H.; Tomisaka, S.; Miyano, T.; Funayama, S.; Umezawa, I. J. Antibiot.1985, 38, 220. Leptofuranins: Hayakawa, Y.; Sohda, K.; Seto, H. J. Antibiot. 1996, 49, 980. Leptomycins: Hamamoto, T.; Seto, H.; Beppu, T. J. Antibiot. 1983, 36, 646. Leptostatin: Abe, K.; Yoshida, M.; Naoki, H.; Horinouchi, S.; Beppu, T. J. Antibiot. 1993, 46, 735.
    • (1996) J. Antibiot. , vol.49 , pp. 980
    • Hayakawa, Y.1    Sohda, K.2    Seto, H.3
  • 30
    • 0020571348 scopus 로고
    • Leptomycins
    • Kobayashi, M.; Higuchi, K.; Murakami, N.; Tajima, H.; Aoki, S. Tetrahedron Lett. 1997, 38, 2859. For structurally related compounds refer to the following. Anguinomycins: Hayakawa, Y.; Sohda, K.; Shin-Ya, K.; Seto, H. J. Antibiot. 1995, 48, 954. Kazusamycin: Komiyama, K.; Okada, K.; Oka, H.; Tomisaka, S.; Miyano, T.; Funayama, S.; Umezawa, I. J. Antibiot.1985, 38, 220. Leptofuranins: Hayakawa, Y.; Sohda, K.; Seto, H. J. Antibiot. 1996, 49, 980. Leptomycins: Hamamoto, T.; Seto, H.; Beppu, T. J. Antibiot. 1983, 36, 646. Leptostatin: Abe, K.; Yoshida, M.; Naoki, H.; Horinouchi, S.; Beppu, T. J. Antibiot. 1993, 46, 735.
    • (1983) J. Antibiot. , vol.36 , pp. 646
    • Hamamoto, T.1    Seto, H.2    Beppu, T.3
  • 31
    • 0027191135 scopus 로고
    • Leptostatin
    • Kobayashi, M.; Higuchi, K.; Murakami, N.; Tajima, H.; Aoki, S. Tetrahedron Lett. 1997, 38, 2859. For structurally related compounds refer to the following. Anguinomycins: Hayakawa, Y.; Sohda, K.; Shin-Ya, K.; Seto, H. J. Antibiot. 1995, 48, 954. Kazusamycin: Komiyama, K.; Okada, K.; Oka, H.; Tomisaka, S.; Miyano, T.; Funayama, S.; Umezawa, I. J. Antibiot.1985, 38, 220. Leptofuranins: Hayakawa, Y.; Sohda, K.; Seto, H. J. Antibiot. 1996, 49, 980. Leptomycins: Hamamoto, T.; Seto, H.; Beppu, T. J. Antibiot. 1983, 36, 646. Leptostatin: Abe, K.; Yoshida, M.; Naoki, H.; Horinouchi, S.; Beppu, T. J. Antibiot. 1993, 46, 735.
    • (1993) Antibiot. , vol.46 , pp. 735
    • Abe, K.1    Yoshida, M.2    Naoki, H.3    Horinouchi, S.4    Beppu, T.J.5
  • 32
    • 0009524610 scopus 로고    scopus 로고
    • M.Sc. Thesis, University of Toronto, 1997
    • Aspiotis, R. M.Sc. Thesis, University of Toronto, 1997.
    • Aspiotis, R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.