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, Email: cong.zhaoutsa.edu

S. Samanta, J. Liu, R. Dodda, C.-G. Zhao, Org. Lett., 2005, 7, 5321-5323.

DOI: 10.1021/ol052277f

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Abstract

A C₂-symmetric bisprolinamide with two prolinamide moieties is an excellent catalyst for the direct aldol reaction with more than doubled reactivity and better asymmetric induction than its monoprolinamide counterpart.

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Key Words

Aldol Addition, β-Hydroxy Ketones, Organocatalysis

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ID: J54-Y2005-1930