Direct Asymmetric Aldol Reaction of 5H-Oxazol-4-ones with Aldehydes Catalyzed by Chiral Guanidines

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• 作者：Tomonori Misaki ; Gouta Takimoto ; Takashi Sugimura
• 刊名：Journal of the American Chemical Society
• 出版年：2010
• 出版时间：May 12, 2010
• 年：2010
• 卷：132
• 期：18
• 页码：6286-6287
• 全文大小：147K
• 年卷期：v.132,no.18(May 12, 2010)
• ISSN：1520-5126

文摘

A new chiral bicyclic guanidine-catalyzed direct catalytic aldol reaction of 5H-oxazol-4-ones with aldehydes has been developed. The present aldol reaction proceeds smoothly with high enantioselectivity using bicyclic guanidines bearing a hydroxy group at the appropriate position, and various combinations of 5H-oxazol-4-ones and aldehydes are applicable. The method provides synthetically useful α,β-dihydroxycarboxylates bearing a chiral quaternary stereogenic center at the α-carbon atom.