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Chiral Diols: A New Class of Additives for Direct Aldol Reaction Catalyzed by L-Proline

Yan Zhou and Zixing Shan*

*Department of Chemistry, Wuhan University, Wuhan 430072, China, E-mail: zxshanwhu.edu.cn

Y. Zhou, Z. Shan, J. Org. Chem., 2006, 71, 9510-9512.

DOI: 10.1021/jo060802y (free Supporting Information)


Abstract

Chiral symmetric diols have been examined as additives in the L-proline-catalyzed direct aldol reaction. A loading of 1 mol% of (S)-BINOL provides significant improvement in enantioselectivity, conversion efficiency, and yield. A transition state is proposed.

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proposed transition state



Key Words

Aldol Addition, Organocatalysis


ID: J42-Y2006-3900