C2-Symmetric Bisprolinamide as a Highly Efficient Catalyst for Direct Aldol Reaction

Sampak Samanta, Jinyun Liu, Rajasekhar Dodda, and Cong-Gui Zhao*
Department of Chemistry, University of Texas at San Antonio, 6900 North Loop 1604 West, San Antonio, Texas 78249-0698
Org. Lett., 2005, 7 (23), pp 5321–5323
DOI: 10.1021/ol052277f
Publication Date (Web): October 6, 2005
Copyright © 2005 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, cong.zhao@utsa.edu

Abstract

Abstract Image

The catalytic activity of the prolinamide-type catalysts may be improved by introducing additional prolinamide moiety into the catalyst, while the enantioselectivity can still be maintained or further improved. A C2-symmetric bisprolinamide with two prolinamide moieties has been found to be an excellent catalyst for direct aldol reaction with more than doubled reactivity and better asymmetric induction than its monoprolinamide counterpart.

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History

  • Published In Issue November 10, 2005
  • Received September 20, 2005

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