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Volumn 45, Issue 6, 2006, Pages 958-961

Highly diastereo- and enantioselective direct aldol reactions in water

Author keywords

Aldol reaction; Asymmetric synthesis; Diastereoselectivity; Organocatalysis; Solvent effects

Indexed keywords

CATALYSTS; CHEMICAL REACTIONS; MOLECULAR DYNAMICS; SYNTHESIS (CHEMICAL); WATER;

EID: 32044463187     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200502488     Document Type: Article
Times cited : (479)

References (40)
  • 1
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    • a) Organic Synthesis in Water (Ed.: P. A. Grieco), Blackie A & P, London, 1998;
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    • c) C.-J. Li, Chem. Rev. 2005, 105, 3095.
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    • Li, C.-J.1
  • 5
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    • (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin
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    • (Ed.: R. Mahrwald), Wiley-VCH, Weinheim
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    • (2004) Modern Aldol Reactions , vol.1-2
  • 31
    • 0037012379 scopus 로고    scopus 로고
    • Nornicotine was reported to promote the aldol reaction in water, but low asymmetric induction (ca. 20% ee) was observed: a) T. J. Dickerson, K. D. Janda, J. Am. Chem. Soc. 2002, 124, 3220;
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 3220
    • Dickerson, T.J.1    Janda, K.D.2
  • 34
    • 0033516307 scopus 로고    scopus 로고
    • The absolute configuration of the anti isomer was determined by comparison of the optical rotation with that reported in the literature: S. E. Denmark, R. A. Stavenger, K.-T. Wong, X. Su, J. Am. Chem. Soc. 1999, 121, 4982.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 4982
    • Denmark, S.E.1    Stavenger, R.A.2    Wong, K.-T.3    Su, X.4
  • 36
    • 32044466000 scopus 로고    scopus 로고
    • note
    • The other organic solvents gave poor results.
  • 37
    • 32044468040 scopus 로고    scopus 로고
    • note
    • 12] the ee value was increased in the presence of water.
  • 40
    • 32044450759 scopus 로고    scopus 로고
    • note
    • The reaction could be also performed on a 70-mmol scale.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.