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Volumn 37, Issue 35, 1996, Pages 6323-6326

Copper(I) mediated highly diastereoselective conjugate addition of Grignard reagents to 2-silyloxycyclopentenecarboxylates

Author keywords

2 hydroxycy clopentanecarboxylates; 2 silyloxycyclopentenecarboxylates; conjugate addition; diastereoselectivity; Grignard reagents; Michael addition; organocuprates

Indexed keywords

CYCLOPENTANE DERIVATIVE;

EID: 0030603075     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01386-X     Document Type: Article
Times cited : (14)

References (24)
  • 1
    • 33947445897 scopus 로고
    • 1. (a) The effect of copper salts on the conjugate addition reactions was first reported by M.S.Karasch and P.O.Tawney , J. Am. Chem. Soc., 63, 2308 (1941).
    • (1941) J. Am. Chem. Soc. , vol.63 , pp. 2308
    • Karasch, M.S.1    Tawney, P.O.2
  • 2
    • 84909451416 scopus 로고
    • (b) For a review concerning the use of Organocopper (I) and Organocuprates in synthesis see for example J.F. Normant, Synthesis, 2, 63-80 (1972).
    • (1972) Synthesis , vol.2 , pp. 63-80
    • Normant, J.F.1
  • 3
    • 0003280270 scopus 로고
    • Conjugate addition reactions in organic synthesis
    • Pergamon : Oxford
    • (c) For a recent review of conjugate addition reactions see P. Perlmutter, Conjugate Addition Reactions in Organic Synthesis, Tetrahedron Organic Chemistry Series, No. 9, Pergamon : Oxford, 1992.
    • (1992) Tetrahedron Organic Chemistry Series , vol.9
    • Perlmutter, P.1
  • 4
    • 0000696943 scopus 로고
    • B.M. Trost, I. Fleming, Eds.; Pergamon : Oxford, Chapter 1.4.
    • 2. For the conjugate addition reactions of cuprates see for instance (a) J.A. Kozlowski In Comprehensive Organic Synthesis ; B.M. Trost, I. Fleming, Eds.; Pergamon : Oxford, 1991 ; Vol. 4, Chapter 1.4., 169-198
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 169-198
    • Kozlowski, J.A.1
  • 16
    • 10544248277 scopus 로고
    • and references cited therein
    • 7. Concerning the use of TMS halide in conjugate addition reactions see for instance (a) E.J. Corey, N.W. Boaz, Tetrahedron Lett., 26, 6019-6022 (1985) and references cited therein.
    • (1985) Tetrahedron Lett. , vol.26 , pp. 6019-6022
    • Corey, E.J.1    Boaz, N.W.2
  • 20
    • 85030274731 scopus 로고    scopus 로고
    • 1 also occured for longer reaction times
    • 1 also occured for longer reaction times.
  • 22
    • 85030276901 scopus 로고    scopus 로고
    • note
    • 8.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.