Highly Chemo- and Enantioselective Cross-Benzoin Reaction of Aliphatic Aldehydes and 伪-Ketoesters

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• 作者：Karen Thai ; Steven M. Langdon ; Fran莽ois Bilodeau ; Michel Gravel
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：May 3, 2013
• 年：2013
• 卷：15
• 期：9
• 页码：2214-2217
• 全文大小：266K
• 年卷期：v.15,no.9(May 3, 2013)
• ISSN：1523-7052

文摘

An electron-deficient, valine-derived triazolium salt is shown to catalyze a highly chemo- and enantioselective cross-benzoin reaction between aliphatic aldehydes and 伪-ketoesters. This methodology represents the first high yielding and highly enantioselective intermolecular cross-benzoin reaction using an organocatalyst (up to 94% ee). Further diastereoselective reduction of the products gives access to densely oxygenated compounds with high chemo- and diastereoselectivity.