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Organo-catalyzed highly diastereo- and enantio-selective direct aldol reactions in water
Authors:Jun-Feng Zhao  Long He  Zhuo Tang  Lin-Feng Cun  Liu-Zhu Gong
Institution:a Key Laboratory for Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, PR China
b Graduate School of Chinese Academy of Sciences, Beijing, PR China
c Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry of Science and Technology of China, Hefei 230026, PR China
Abstract:The asymmetric direct aldol reactions of a wide scope of aromatic aldehydes, with unmodified ketones in the presence of 1 mol % of organocatalyst prepared from (2R,3R)-diethyl 2-amino-3-hydroxysuccinate and trans-4-hydroxy-l-proline, were performed in water, affording aldol products in high yields with excellent diastereoselectivities of up to >99:1 and enantioselectivities of up to 98%.
Keywords:Water  Organocatalysis  Direct aldol  Diastereo- and enantio-selective
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