Asymmetric Michael Addition of N-tert-Butanesulfinyl Imidate with 伪,尾-Unsaturated Diesters: Scope and Application to the Synthesis of Indanone Derivatives

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• 作者：Jinfang Wang ; Yu Zhou ; Lei Zhang ; Zeng Li ; Xianjie Chen ; Hong Liu
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：April 5, 2013
• 年：2013
• 卷：15
• 期：7
• 页码：1508-1511
• 全文大小：256K
• 年卷期：v.15,no.7(April 5, 2013)
• ISSN：1523-7052

文摘

An additive-free and highly diastereoselective Michael addition reaction of an N-tert-butanesulfinyl imidate to 伪,尾-unsaturated diesters has been developed using LDA as a base with good to excellent yields. The utility of this chemistry is further demonstrated by the asymmetric synthesis of 3-substituted indanone derivatives 8a, 8d, 8e, and 8i with high enantiomeric excess, which are potential building blocks for preparing biologically active lead compounds.