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Volumn 10, Issue 14, 2008, Pages 3045-3048

A formal synthesis of (-)-cephalotaxine

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; CEPHALOTAXINE; HARRINGTONINE DERIVATIVE;

EID: 52049089725     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol8010166     Document Type: Article
Times cited : (39)

References (49)
  • 1
    • 0000658894 scopus 로고    scopus 로고
    • Isolation: Paudler, W. W.; Kerley, G. I.; McKay, J. J. Org. Chem. 1963, 28, 2194.
    • (a) Isolation: Paudler, W. W.; Kerley, G. I.; McKay, J. J. Org. Chem. 1963, 28, 2194.
  • 2
    • 59949091651 scopus 로고    scopus 로고
    • Structure elucidation: Abraham, D. J.; Rosenstein, R. D.; McGandy, E. L. Tetrahedron Lett. 1969, 4085.
    • (b) Structure elucidation: Abraham, D. J.; Rosenstein, R. D.; McGandy, E. L. Tetrahedron Lett. 1969, 4085.
  • 4
    • 0015494050 scopus 로고    scopus 로고
    • Racemic syntheses: Auerbach, J.; Weinreb, S. M. J. Am. Chem. Soc. 1972, 94, 7172.
    • (a) Racemic syntheses: Auerbach, J.; Weinreb, S. M. J. Am. Chem. Soc. 1972, 94, 7172.
  • 21
    • 59949093997 scopus 로고    scopus 로고
    • Enantioselective syntheses: Zhong, S.; Liu, W.; Ling, Y.; Li, R. Zhongguo Yaowu Huaxue Zazhi 1994, 4, 84.
    • (a) Enantioselective syntheses: Zhong, S.; Liu, W.; Ling, Y.; Li, R. Zhongguo Yaowu Huaxue Zazhi 1994, 4, 84.
  • 41
    • 59949095111 scopus 로고    scopus 로고
    • CCDC 682009 contains the supplementary crystallographic data for 7, and CCDC 682010 contains the supplementary crystallographic data for 15
    • The crystallographic data have been deposited with the Cambridge Crystallographic Data Centre
    • The crystallographic data have been deposited with the Cambridge Crystallographic Data Centre. CCDC 682009 contains the supplementary crystallographic data for 7, and CCDC 682010 contains the supplementary crystallographic data for 15. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data- request/cif.
    • These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
  • 43
    • 59949088396 scopus 로고    scopus 로고
    • An enamine similar to 14 was observed in our previous model study, and a mechanistic rationalization was proposed. See ref 5 for full details
    • An enamine similar to 14 was observed in our previous model study, and a mechanistic rationalization was proposed. See ref 5 for full details.
  • 46
    • 59949099589 scopus 로고    scopus 로고
    • The yield of 15 was dependent upon the success of forming the initial BF3·amine adduct, and the main byproduct observed was the hydroxylamine 23. We believe that 23 is formed by fragmentation of the N-oxide 22 and that 22 is formed by oxidation of the residual tertiary amine 5 that remains after incomplete BF3·amine adduct formation of 5, Chemical Equation Presented
    • 3·amine adduct formation of 5. (Chemical Equation Presented)


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.