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Volumn 347, Issue 11-13, 2005, Pages 1595-1604

The direct, enantioselective, one-pot, three-component, cross-Mannich reaction of aldehydes: The reason for the higher reactivity of aldimine versus aldehyde in proline-mediated Mannich and aldol reactions

Author keywords

Asymmetric synthesis; Imines; Mannich reaction; Organocatalysis; Proline

Indexed keywords


EID: 27544441155     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200505190     Document Type: Article
Times cited : (43)

References (116)
  • 3
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    • (Ed.: B. M. Trost, I. Fleming), Pergamon Press, Oxford
    • c) M. Yamaguchi, in: Comprehensive Organic Synthesis, (Ed.: B. M. Trost, I. Fleming), Pergamon Press, Oxford, 1991, Vol. 1, p. 325.
    • (1991) Comprehensive Organic Synthesis , vol.1 , pp. 325
    • Yamaguchi, M.1
  • 57
    • 0034750244 scopus 로고    scopus 로고
    • Reviews of organocatalysis, see: a) B. List, Synlett 2001, 1675;
    • (2001) Synlett , pp. 1675
    • List, B.1
  • 59
  • 99
    • 13644256524 scopus 로고    scopus 로고
    • (Ed.: R. Mahrwald), Wiley-VCH, Weinheim
    • m) Review, see; B. List, in: Modern Aldol Reactions, Vol. 1, (Ed.: R. Mahrwald), Wiley-VCH, Weinheim, 2004, p. 161.
    • (2004) Modern Aldol Reactions , vol.1 , pp. 161
    • List, B.1
  • 109
    • 84890021933 scopus 로고
    • By using the counterpoise method (S. F. Boys, F. Bernardi, Mol. Phys. 1970, 19, 553), we estimated the basis set superposition errors (BSSEs) for the reactant complexes 3 and 4 in the Mannich and aldol reactions. After taking BSSEs into account (3.7 and 3.2 kcal/mol for 3 and 4, respectively), we obtained stabilization energies of 6.9 and 7.6 kcal/mol for the reactant complexes 3 and 4.
    • (1970) Mol. Phys. , vol.19 , pp. 553
    • Boys, S.F.1    Bernardi, F.2
  • 110
    • 27544484639 scopus 로고    scopus 로고
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.