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Volumn 8, Issue 13, 2010, Pages 3031-3036

Asymmetric Michael addition of aldehydes to nitroalkenes using a primary amino acid lithium salt

Author keywords

[No Author keywords available]

Indexed keywords

ASYMMETRIC CATALYSIS; ENANTIOSELECTIVE MICHAEL ADDITION; GOOD YIELD; HIGH ENANTIOSELECTIVITY; L-PHENYLALANINE; LITHIUM SALTS; MICHAEL ADDITIONS; NITROALKENES; PRIMARY AMINO ACID;

EID: 77953750714     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c003940c     Document Type: Article
Times cited : (48)

References (69)
  • 4
    • 4143094833 scopus 로고    scopus 로고
    • A special issue on asymmetric organocatalysis
    • K. N. Houk and B. List, 487
    • A special issue on asymmetric organocatalysis, Acc. Chem. Res., ed., K. N. Houk, and, B. List, 2004, 37, 487
    • (2004) Acc. Chem. Res., Ed.
  • 5
    • 47749122232 scopus 로고    scopus 로고
    • A. Berkessel and H. Gröger, Wiley-VCH, Weinheim, For reviews on organocatalysis using a primary amines, see:
    • Asymmetric Organocatalysis, ed., A. Berkessel, and, H. Gröger, Wiley-VCH, Weinheim, 2005
    • (2005) Asymmetric Organocatalysis, Ed.
  • 8
    • 49649083136 scopus 로고    scopus 로고
    • Review on asymmetric Michael additions to nitroalkenes:
    • Y. -C. Chen Synlett 2008 1919
    • (2008) Synlett , pp. 1919
    • C, Y.-C.1
  • 31
    • 0000220483 scopus 로고    scopus 로고
    • Asymmetric Michael addition of aldehydes to nitroalkenes with a primary amine catalyst:
    • A. Alexakis O. Andrey Org. Lett. 2002 4 3611
    • (2002) Org. Lett. , vol.4 , pp. 3611
    • Alexakis, A.1    Andrey, O.2
  • 36
    • 56849110812 scopus 로고    scopus 로고
    • The catalytic use of amino acid alkaline metal salts was first reported by Yamaguchi's group.
    • A. Sato M. Yoshida S. Hara Chem. Commun. 2008 6242
    • (2008) Chem. Commun. , pp. 6242
    • Sato, A.1    Yoshida, M.2    Hara, S.3
  • 53
    • 67649657963 scopus 로고    scopus 로고
    • We previously reported that the reaction of 1a with (E)-4-methoxy-β- nitrostyrene (2b) gave the Michael adduct in 49% yield with 98% ee, when the reaction was carried out at 0°C for 72 h.6 As shown in Table 3, entry 5, it was found that the reacion of 1a with 2b also smoothly proceeded to give the Michael adduct in 92% yield with 96% ee by using a recrystallized 2b Asymmetric Michael addition of aldehydes or ketones to conjugated nitroalkenes by imine-enamine-based organocatalysis:
    • X. -J. Zhang S. -P. Liu J. -H. Lao G. -J. Du M. Yan A. S. C. Chan Tetrahedron: Asymmetry 2009 20 1451
    • (2009) Tetrahedron: Asymmetry , vol.20 , pp. 1451
    • Z, X.-J.1    L, S.-P.2    L, J.-H.3    D, G.-J.4    Yan, M.5    Chan, A.S.C.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.