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Volumn 43, Issue 16, 2004, Pages 2152-2154

Enantioselective organocatalytic direct aldol reactions of α-oxyaldehydes: Step one in a two-step synthesis of carbohydrates

Author keywords

Aldehydes; Aldol reaction; Carbohydrates; Enantioselectivity; Homogeneous catalysis

Indexed keywords

CARBOHYDRATES; CATALYSTS; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 3242806955     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200453716     Document Type: Article
Times cited : (324)

References (31)
  • 3
    • 4544232010 scopus 로고    scopus 로고
    • note
    • While the term carbohydrate can be applied to many hydrated forms of carbon structure, we employ this terminology in the more commonly used and specific sense to describe hexose architecture.
  • 6
    • 0035805264 scopus 로고    scopus 로고
    • b) K. C. Nicolaou, H. J. Mitchel, Angew. Chem. 2001, 113, 1624; Angew. Chem. Int. Ed. 2001, 40, 1576.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 1576
  • 9
    • 0034678591 scopus 로고    scopus 로고
    • b) T. D. Machajewski, C.-H. Wong, Angew. Chem. 2000, 112, 1406; Angew. Chem. Int. Ed. 2000, 39, 1352;
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 1352
  • 12
    • 0035807581 scopus 로고    scopus 로고
    • For recent examples of aldol reactions in the syntheses of carbohydrates, see: a) D. A. Evans, E. Hu, J. S. Tedrow, Org. Lett. 2001, 3, 3133;
    • (2001) Org. Lett. , vol.3 , pp. 3133
    • Evans, D.A.1    Hu, E.2    Tedrow, J.S.3
  • 16
    • 4544340775 scopus 로고    scopus 로고
    • note
    • A two-step carbohydrate synthesis has recently been accomplished in our laboratories. Details of this work will be published at a later date.
  • 17
    • 0034596299 scopus 로고    scopus 로고
    • For examples of enamine-catalyzed aldol reactions between α-oxyketones and -aldehydes, see: a) W. Noltz, B. List, J. Am. Chem. Soc. 2000, 122, 7386;
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 7386
    • Noltz, W.1    List, B.2
  • 23
    • 0037164621 scopus 로고    scopus 로고
    • A proline-catalyzed trimerization of propionaldehyde to form nearly racemic tetrahydropyrans in good diastereoselectivities with low yields has been reported: N. S. Chowdari, D. B. Ramachary, A. Cordova, C. F. Barbas III, Tetrahedron Lett. 2002, 43, 9591.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 9591
    • Chowdari, N.S.1    Ramachary, D.B.2    Cordova, A.3    Barbas III, C.F.4
  • 25
    • 0030863510 scopus 로고    scopus 로고
    • For examples of metal-mediated direct aldol reactions see: a) Y. M. A. Yamada, N. Yoshikawa, H. Sasai, M. Shibasaki, Angew. Chem. 1997, 109, 1290; Angew. Chem. Int. Ed. Engl. 1997, 36, 1871;
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 1871


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.