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Volumn 70, Issue 37, 2014, Pages 6561-6568

Construction of anti-1,2-diols bearing chiral tertiary alcohol moiety using free hydroxyacetone as aldol donor by imidazole-based prolineamide catalyst

Author keywords

Aldol reaction; Asymmetric; Hydroxyacetone; Imidazole; Organocatalyst

Indexed keywords

ACETONE; ALCOHOL; HYDROXYACETONE; IMIDAZOLE DERIVATIVE; KETONE; UNCLASSIFIED DRUG;

EID: 84949115471     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2014.07.015     Document Type: Article
Times cited : (10)

References (61)
  • 13
    • 84859600613 scopus 로고    scopus 로고
    • The only example for the asymmetric Mannich reaction between hydroxyacetone and ketimine, see
    • The only example for the asymmetric Mannich reaction between hydroxyacetone and ketimine, see Q.X. Guo, Y.W. Liu, X.C. Li, L.Z. Zhong, and Y.G. Peng J. Org. Chem. 77 2012 3589
    • (2012) J. Org. Chem. , vol.77 , pp. 3589
    • Guo, Q.X.1    Liu, Y.W.2    Li, X.C.3    Zhong, L.Z.4    Peng, Y.G.5
  • 17
    • 0000624398 scopus 로고
    • Inoue's pioneering work with cyclic dipeptide cyclo[(S)-Phe-(S)-His] as a highly efficient organocatalyst for asymmetric addition of hydrogen cyanide to aldehydes, see
    • Inoue's pioneering work with cyclic dipeptide cyclo[(S)-Phe-(S)-His] as a highly efficient organocatalyst for asymmetric addition of hydrogen cyanide to aldehydes, see K. Tanaka, A. Mori, and S. Inoue J. Org. Chem. 55 1990 181
    • (1990) J. Org. Chem. , vol.55 , pp. 181
    • Tanaka, K.1    Mori, A.2    Inoue, S.3
  • 32
    • 84867885091 scopus 로고    scopus 로고
    • a similar catalyst was reported by Altenbach, H. J. et al. see
    • a similar catalyst was reported by Altenbach, H. J. et al. see G.K. Tang, U. Gun, and H.J. Altenbach Tetrahedron 68 2012 10230
    • (2012) Tetrahedron , vol.68 , pp. 10230
    • Tang, G.K.1    Gun, U.2    Altenbach, H.J.3
  • 57
    • 84856085861 scopus 로고    scopus 로고
    • By contrast, there is only one example using hydroxyacetone as the aldol donor in the same system to get 70% yield, 53:46 dr (79% ee, 77% ee), see
    • By contrast, there is only one example using hydroxyacetone as the aldol donor in the same system to get 70% yield, 53:46 dr (79% ee, 77% ee), see: C.G. Kokotos J. Org. Chem. 77 2012 1131
    • (2012) J. Org. Chem. , vol.77 , pp. 1131
    • Kokotos, C.G.1
  • 59


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.