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Volumn 1, Issue 1, 1999, Pages 161-164

Novel [1,5] sigmatropic rearrangements of cyclohexadienones generated from fischer carbene complexes. A new strategy for installing the C-20 angular ethyl group in aspidospermidine alkaloids

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; CYCLOHEXANONE DERIVATIVE;

EID: 0033564997     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990063q     Document Type: Article
Times cited : (19)

References (58)
  • 1
    • 17344367543 scopus 로고
    • For reviews on [1,5] thermal sigmatropic rearrangements, see: (a) Spangler, C. W. Chem. Rev. 1976, 76, 187.
    • (1976) Chem. Rev. , vol.76 , pp. 187
    • Spangler, C.W.1
  • 3
    • 0002075454 scopus 로고
    • For a review on the Cope and Claisen rearrangements, see: Rhoads, S. J.; Raulins, N. R. Org. React. 1975, 22, 1.
    • (1975) Org. React. , vol.22 , pp. 1
    • Rhoads, S.J.1    Raulins, N.R.2
  • 4
    • 0002202998 scopus 로고
    • For reviews, see: (a) Wilson, S. R. Org. React. 1993, 43, 93.
    • (1993) Org. React. , vol.43 , pp. 93
    • Wilson, S.R.1
  • 5
    • 0000729612 scopus 로고
    • Trost, B. M., Flemming, I., Eds.; Pergamon Press
    • (b) Bronson, J. J. In Comprehensive Organic Synthesis; Trost, B. M., Flemming, I., Eds.; Pergamon Press: 1991; Vol. 5, p 999.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 999
    • Bronson, J.J.1
  • 10
    • 77957029008 scopus 로고
    • Manske, R. H. F., Rodrigo, R. G. A., Eds.; Academic Press: New York
    • Cordell, G. A. In The Alkaloids; Manske, R. H. F., Rodrigo, R. G. A., Eds.; Academic Press: New York, 1979; Vol. XVII, p 199. For citations, see:
    • (1979) The Alkaloids , vol.17 , pp. 199
    • Cordell, G.A.1
  • 26
    • 85034125357 scopus 로고    scopus 로고
    • note
    • The carbene complex 10 was prepared in 67% yield from N-methyl-O-tert-butyldimethylsilyltryptophol by the method shown for complex 37 in Scheme 7.
  • 38
    • 0042077793 scopus 로고    scopus 로고
    • In the case of 2,6-disubstituted-4-hydroxyphenyl carbene complexes, the intermediate tautomerizes faster than it rearranges. Boss, M. E.; Wulff, W. D.; Wilson, K. J. J. Chem. Soc., Chem. Commun. 1996, 1863. (Equation Presented)
    • (1996) J. Chem. Soc., Chem. Commun. , pp. 1863
    • Boss, M.E.1    Wulff, W.D.2    Wilson, K.J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.