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Volumn 70, Issue 16, 2005, Pages 6523-6525

A general and efficient strategy for 7-aryloctahydroindole and cis-3a-aryloctahydroindole alkaloids: Total syntheses of (±)-γ- lycorane and (±)-crinane

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ETHYLENE; REACTION KINETICS; SYNTHESIS (CHEMICAL); THERMODYNAMICS;

EID: 23044462094     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0507690     Document Type: Article
Times cited : (37)

References (60)
  • 1
    • 77957033352 scopus 로고
    • Brossi, A., Ed.; Academic Press: New York
    • For recent reviews of Amaryllidacea alkaloids, see: (a) Martin, S. F. In The Alkaloids: Chemistry and Physiology; Brossi, A., Ed.; Academic Press: New York, 1987; Vol. 30, p 251.
    • (1987) The Alkaloids: Chemistry and Physiology , vol.30 , pp. 251
    • Martin, S.F.1
  • 29
    • 1542794772 scopus 로고
    • Historically, the utility of nitroolefins in conjugate addition reactions has been limited by their facile polymerization in the presence of nucleophiles. For the successful addition of ketones to nitroolefins via their lithium enolates, enol silanes, enol ethers, or enamines, see: (a) Yoshikoshi, A.; Mayashita, M. Acc. Chem. Res. 1985, 18, 284.
    • (1985) Acc. Chem. Res. , vol.18 , pp. 284
    • Yoshikoshi, A.1    Mayashita, M.2
  • 48
    • 0027133031 scopus 로고
    • The utility of nitroethylene as a key building block for the construction of Aspidosperma alkaloids has been reported by the Dugat group; Nora, B. M.; Dugat, D.; Gramain, J. C.; Husson, H. P. J. Org. Chem. 1993, 58, 6457.
    • (1993) J. Org. Chem. , vol.58 , pp. 6457
    • Nora, B.M.1    Dugat, D.2    Gramain, J.C.3    Husson, H.P.4
  • 53
    • 33544466473 scopus 로고    scopus 로고
    • note
    • The stereochemical assignment of 7 was confirmed by the spectral properties of further reaction products 5 which were in agreement with those previously reported.
  • 54
    • 0035905575 scopus 로고    scopus 로고
    • For recent reviews on stereoselective construction of a quaternary carbon center, see: (a) Christoffers, J.; Mann, A. Angew. Chem., Int. Ed. 2001, 40, 4591.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 4591
    • Christoffers, J.1    Mann, A.2
  • 57
    • 0001521888 scopus 로고
    • (d) Fuji, K. Chem. Rev. 1993, 93, 2037.
    • (1993) Chem. Rev. , vol.93 , pp. 2037
    • Fuji, K.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.