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Volumn 61, Issue 20, 1996, Pages 6762-6763

Triple reductive amination approach to polyhydroxyindolizidine alkaloids: A total synthesis of castanospermine

Author keywords

[No Author keywords available]

Indexed keywords

CASTANOSPERMINE; INDOLIZIDINE ALKALOID;

EID: 0029828927     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961208z     Document Type: Article
Times cited : (48)

References (25)
  • 11
    • 16044368375 scopus 로고    scopus 로고
    • note
    • Although double reductive amination strategies have been reported, the triple reductive amination approach is not known; see: (a) Reference 5. (b) Baxter, E. W.; Reitz, A. B. J. Org. Chem. 1994, 59, 3175. (c) Martin, O. R.; Saavedra, O. M. Tetrahedron Lett. 1995, 36, 799.
  • 12
    • 0028338631 scopus 로고
    • Although double reductive amination strategies have been reported, the triple reductive amination approach is not known; see: (a) Reference 5. (b) Baxter, E. W.; Reitz, A. B. J. Org. Chem. 1994, 59, 3175. (c) Martin, O. R.; Saavedra, O. M. Tetrahedron Lett. 1995, 36, 799.
    • (1994) J. Org. Chem. , vol.59 , pp. 3175
    • Baxter, E.W.1    Reitz, A.B.2
  • 13
    • 0028801834 scopus 로고
    • Although double reductive amination strategies have been reported, the triple reductive amination approach is not known; see: (a) Reference 5. (b) Baxter, E. W.; Reitz, A. B. J. Org. Chem. 1994, 59, 3175. (c) Martin, O. R.; Saavedra, O. M. Tetrahedron Lett. 1995, 36, 799.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 799
    • Martin, O.R.1    Saavedra, O.M.2
  • 14
    • 0029034513 scopus 로고
    • A conceptually similar strategy to the pyrrolidizidine alkaloids involving a double reductive amination-lactam formation sequence has recently been described: Denmark, S. E.; Thorarensen, A.; Middleton, D. S. J. Org. Chem. 1995, 60, 3574.
    • (1995) J. Org. Chem. , vol.60 , pp. 3574
    • Denmark, S.E.1    Thorarensen, A.2    Middleton, D.S.3
  • 23
    • 16044374420 scopus 로고    scopus 로고
    • Availabe from Tocris Cookson, Inc., St. Louis, MO 63146
    • Availabe from Tocris Cookson, Inc., St. Louis, MO 63146.
  • 24
    • 16044362999 scopus 로고    scopus 로고
    • note
    • The related double reductive cyclization on 5-ketoglucose derivatives has also been shown to proceed with high stereoselectivity for the 2,5-imino-D-glucitol: see refs 5 and 8.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.