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Volumn 37, Issue 42, 1996, Pages 7485-7488

An asymmetric synthesis (-)-epibatidine

Author keywords

[No Author keywords available]

Indexed keywords

EPIBATIDINE;

EID: 0030583492     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01739-X     Document Type: Article
Times cited : (88)

References (35)
  • 11
    • 0000140103 scopus 로고    scopus 로고
    • 3. For recent reviews, see: Chen, Z.; Trudell, M.L. Chem. Rev. 1996, 96, 1179; Szantay, G.; Kardos-Balogh, Z.; Szantay, C. Jr. in "The Alkaloids," Cordell, G.A., ed., Academic Press: San Diego, 1995, Vol. 46, pp 95-125; Broka, C.A. Med. Chem. Res. 1994, 4, 449. For a most recent synthesis, see: Bai, D.; Xu, R.; Chu, G.; Zhu, X. J. Org. Chem. 1996, 61, 4600.
    • (1996) Chem. Rev. , vol.96 , pp. 1179
    • Chen, Z.1    Trudell, M.L.2
  • 12
    • 77957045898 scopus 로고
    • Cordell, G.A., ed., Academic Press: San Diego
    • 3. For recent reviews, see: Chen, Z.; Trudell, M.L. Chem. Rev. 1996, 96, 1179; Szantay, G.; Kardos-Balogh, Z.; Szantay, C. Jr. in "The Alkaloids," Cordell, G.A., ed., Academic Press: San Diego, 1995, Vol. 46, pp 95-125; Broka, C.A. Med. Chem. Res. 1994, 4, 449. For a most recent synthesis, see: Bai, D.; Xu, R.; Chu, G.; Zhu, X. J. Org. Chem. 1996, 61, 4600.
    • (1995) The Alkaloids , vol.46 , pp. 95-125
    • Szantay, G.1    Kardos-Balogh, Z.2    Szantay C., Jr.3
  • 13
    • 0001650460 scopus 로고
    • 3. For recent reviews, see: Chen, Z.; Trudell, M.L. Chem. Rev. 1996, 96, 1179; Szantay, G.; Kardos-Balogh, Z.; Szantay, C. Jr. in "The Alkaloids," Cordell, G.A., ed., Academic Press: San Diego, 1995, Vol. 46, pp 95-125; Broka, C.A. Med. Chem. Res. 1994, 4, 449. For a most recent synthesis, see: Bai, D.; Xu, R.; Chu, G.; Zhu, X. J. Org. Chem. 1996, 61, 4600.
    • (1994) Med. Chem. Res. , vol.4 , pp. 449
    • Broka, C.A.1
  • 14
    • 0344298556 scopus 로고    scopus 로고
    • 3. For recent reviews, see: Chen, Z.; Trudell, M.L. Chem. Rev. 1996, 96, 1179; Szantay, G.; Kardos-Balogh, Z.; Szantay, C. Jr. in "The Alkaloids," Cordell, G.A., ed., Academic Press: San Diego, 1995, Vol. 46, pp 95-125; Broka, C.A. Med. Chem. Res. 1994, 4, 449. For a most recent synthesis, see: Bai, D.; Xu, R.; Chu, G.; Zhu, X. J. Org. Chem. 1996, 61, 4600.
    • (1996) J. Org. Chem. , vol.61 , pp. 4600
    • Bai, D.1    Xu, R.2    Chu, G.3    Zhu, X.4
  • 15
    • 0027154034 scopus 로고
    • 4. Syntheses of the enantiomers by resolution of an intermediate or the final product have been reported, (a) Broka, C.A. Tetrahedron Lett. 1993, 34, 3251;
    • (1993) Tetrahedron Lett. , vol.34 , pp. 3251
    • Broka, C.A.1
  • 16
    • 0027442712 scopus 로고
    • (b) Corey, E.J.; Loh, T.-P.; AchyuthaRao, S.; Daly, D.C.; Sarshar, S. J. Org. Chem. 1993, 58, 5600; Huang, D.F.; Shen, T.Y. Tetrahedron Lett. 1993, 34, 4477; Fletcher, S.R.; Baker, R.; Chambers, M.S.; Herbert, R.H.; Hobbs, S.C. Thomas, S.R.; Verrier, H.M.; Watt, A.P.; Ball, R.G. J. Org. Chem. 1994, 59, 1771; Watt, A.P.; Verrier, H.M.; O'Connor, D. J. Liq. Chromatogr. 1994, 59, 1771.
    • (1993) J. Org. Chem. , vol.58 , pp. 5600
    • Corey, E.J.1    Loh, T.-P.2    AchyuthaRao, S.3    Daly, D.C.4    Sarshar, S.5
  • 17
    • 0027291373 scopus 로고
    • (b) Corey, E.J.; Loh, T.-P.; AchyuthaRao, S.; Daly, D.C.; Sarshar, S. J. Org. Chem. 1993, 58, 5600; Huang, D.F.; Shen, T.Y. Tetrahedron Lett. 1993, 34, 4477; Fletcher, S.R.; Baker, R.; Chambers, M.S.; Herbert, R.H.; Hobbs, S.C. Thomas, S.R.; Verrier, H.M.; Watt, A.P.; Ball, R.G. J. Org. Chem. 1994, 59, 1771; Watt, A.P.; Verrier, H.M.; O'Connor, D. J. Liq. Chromatogr. 1994, 59, 1771.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 4477
    • Huang, D.F.1    Shen, T.Y.2
  • 19
    • 0011723570 scopus 로고
    • (b) Corey, E.J.; Loh, T.-P.; AchyuthaRao, S.; Daly, D.C.; Sarshar, S. J. Org. Chem. 1993, 58, 5600; Huang, D.F.; Shen, T.Y. Tetrahedron Lett. 1993, 34, 4477; Fletcher, S.R.; Baker, R.; Chambers, M.S.; Herbert, R.H.; Hobbs, S.C. Thomas, S.R.; Verrier, H.M.; Watt, A.P.; Ball, R.G. J. Org. Chem. 1994, 59, 1771; Watt, A.P.; Verrier, H.M.; O'Connor, D. J. Liq. Chromatogr. 1994, 59, 1771.
    • (1994) J. Liq. Chromatogr. , vol.59 , pp. 1771
    • Watt, A.P.1    Verrier, H.M.2    O'Connor, D.3
  • 20
    • 0029008645 scopus 로고
    • 5. For efforts directed towards enantioselective syntheses, see: Hiroga, K.; Uwai, K.; Ogasawara, K. Chem. Pharm. Bull. 1995, 43, 901; Hernández, A.; Marcos, M.; Rappoport, H. J. Org. Chem. 1995, 60, 2683.
    • (1995) Chem. Pharm. Bull. , vol.43 , pp. 901
    • Hiroga, K.1    Uwai, K.2    Ogasawara, K.3
  • 21
    • 0029045992 scopus 로고
    • 5. For efforts directed towards enantioselective syntheses, see: Hiroga, K.; Uwai, K.; Ogasawara, K. Chem. Pharm. Bull. 1995, 43, 901; Hernández, A.; Marcos, M.; Rappoport, H. J. Org. Chem. 1995, 60, 2683.
    • (1995) J. Org. Chem. , vol.60 , pp. 2683
    • Hernández, A.1    Marcos, M.2    Rappoport, H.3
  • 23
    • 1642324310 scopus 로고    scopus 로고
    • 7. Trost, B.M.; Van Vranken, D.L.; Bingel, C. J. Am. Chem. Soc. 1992, 114, 9327. For reviews, see: Trost, B.M.; Van Vranken, D.L. Chem. Rev. 1996, 96, 395; Trost, B.M. Accounts Chem. Res. 1996, 29, 0000.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 9327
    • Trost, B.M.1    Van Vranken, D.L.2    Bingel, C.3
  • 24
    • 6844254916 scopus 로고    scopus 로고
    • 7. Trost, B.M.; Van Vranken, D.L.; Bingel, C. J. Am. Chem. Soc. 1992, 114, 9327. For reviews, see: Trost, B.M.; Van Vranken, D.L. Chem. Rev. 1996, 96, 395; Trost, B.M. Accounts Chem. Res. 1996, 29, 0000.
    • (1996) Chem. Rev. , vol.96 , pp. 395
    • Trost, B.M.1    Van Vranken, D.L.2
  • 25
    • 1642324310 scopus 로고    scopus 로고
    • 7. Trost, B.M.; Van Vranken, D.L.; Bingel, C. J. Am. Chem. Soc. 1992, 114, 9327. For reviews, see: Trost, B.M.; Van Vranken, D.L. Chem. Rev. 1996, 96, 395; Trost, B.M. Accounts Chem. Res. 1996, 29, 0000.
    • (1996) Accounts Chem. Res. , vol.29 , pp. 0000
    • Trost, B.M.1
  • 26
    • 85030275494 scopus 로고    scopus 로고
    • This compound has been fully characterized
    • 8. This compound has been fully characterized.
  • 28
    • 0027373899 scopus 로고
    • 10. Seide, O. Chem. Ber. 1924, 57, 1802; Clayton, S.C.; Regan, A.C. Tetrahedron Lett. 1993, 34, 7493.
    • (1924) Chem. Ber. , vol.57 , pp. 1802
    • Seide, O.1
  • 33
    • 85030269630 scopus 로고
    • Samarium iodide produced a 67:33 mixture of tras and cis alcohols from which the trans alcohol was isolated in 46% yield
    • 14. Samarium iodide produced a 67:33 mixture of tras and cis alcohols from which the trans alcohol was isolated in 46% yield. Girard, P.; Namy, J.L.; Kagan, H.B. J. Am. Chem. Soc. 1980, 702, 2683.
    • (1980) J. Am. Chem. Soc. , vol.702 , pp. 2683
    • Girard, P.1    Namy, J.L.2    Kagan, H.B.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.