Preparation of 伪-Imino Aldehydes by [1,3]-Rearrangements of O-Alkenyl Oximes

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• 作者：Dimitra Kontokosta ; Daniel S. Mueller ; Heng-Yen Wang ; Laura L. Anderson
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：September 20, 2013
• 年：2013
• 卷：15
• 期：18
• 页码：4830-4833
• 全文大小：206K
• 年卷期：v.15,no.18(September 20, 2013)
• ISSN：1523-7052

文摘

The synthesis of 伪-imino aldehydes has been achieved through the thermal [1,3]-rearrangement of O-alkenyl benzophenone oximes. A copper-mediated C鈥揙 bond coupling between benzophenone oxime and alkenyl boronic acids provides facile access to the required O-alkenyl oximes and a Horner鈥揥adsworth鈥揈mmons olefination can be applied to the 伪-imino aldehyde products to give 纬-imino-伪,尾-unsaturated esters. The scope of the method is described and mechanistic experiments are discussed.