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Volumn 126, Issue 31, 2004, Pages 9558-9559

A new class of chiral pyrrolidine-pyridine conjugate base catalysts for use in asymmetric Michael addition reactions

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; BASE; CHLOROFORM; CYCLOHEXANONE; KETONE; NITROSTYRENE; PYRIDINE DERIVATIVE; PYRROLIDINE DERIVATIVE; STYRENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 3543065878     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja046871g     Document Type: Article
Times cited : (399)

References (37)
  • 4
    • 0034750244 scopus 로고    scopus 로고
    • (a) List, B. Synlett 2001, 1675-1686.
    • (2001) Synlett , pp. 1675-1686
    • List, B.1
  • 19
    • 0034689884 scopus 로고    scopus 로고
    • For other types of organocatalytic Michael addition reactions, see: (a) Zhang, F.-Y.; Corey, E. J. Org. Lett. 2000, 2, 1097-1100.
    • (2000) J. Org. Lett. , vol.2 , pp. 1097-1100
    • Zhang, F.-Y.1    Corey, E.2
  • 24
    • 0345711474 scopus 로고    scopus 로고
    • It has been shown that in some cases an acid additive can improve the catalytic activity in asymmetric Michael addition reactions. See ref 8a. See also: (a) Review: Vogel, E. M.; Gröger, H.; Shibasaki, M. Angew. Chem., Int. Ed. 1999, 38, 1570-1577.
    • (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 1570-1577
    • Vogel, E.M.1    Gröger, H.2    Shibasaki, M.3
  • 27
    • 3543107570 scopus 로고    scopus 로고
    • note
    • No substantial change of ee and dr was observed when using 10 equiv of 4, but the reaction was retarded significantly (84 h, 98% yield).
  • 28
    • 3543073756 scopus 로고    scopus 로고
    • note
    • The corresponding benzene analogue showed no catalytic activity.
  • 29
    • 3543077284 scopus 로고    scopus 로고
    • note
    • 1H NMR and chiral HPLC analysis. The absolute configuration of the major adducts was assumed to be the same as in 6.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.