Organocatalytic Direct Asymmetric Aldol Reactions in Water

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• 作者：Nobuyuki Mase ; Yusuke Nakai ; Naoko Ohara ; Hidemi Yoda ; Kunihiko Takabe ; Fujie Tanaka ; and Carlos F. Barbas III
• 刊名：Journal of the American Chemical Society
• 出版年：2006
• 出版时间：January 25, 2006
• 年：2006
• 卷：128
• 期：3
• 页码：734 - 735
• 全文大小：38K
• 年卷期：v.128,no.3(January 25, 2006)
• ISSN：1520-5126

文摘

We have developed direct asymmetric cross-aldol reactions that can be performed in water without addition of organic solvents. A bifunctional catalyst with a long hydrophobic alkyl chain efficiently catalyzed the reactions and afforded the desired aldol products in excellent yield with high enantiomeric excess, even when only an equal molar ratio of the donor and acceptor was used. These results reveal an effective design strategy for the development of aqueous organocatalytic systems.