Vicarious Silylative Mukaiyama Aldol Reaction: A Vinylogous Extension

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• 作者：Claudio Curti ; Andrea Sartori ; Lucia Battistini ; Gloria Rassu ; Paola Burreddu ; Franca Zanardi ; Giovanni Casiraghi
• 刊名：Journal of Organic Chemistry
• 出版年：2008
• 出版时间：July 18, 2008
• 年：2008
• 卷：73
• 期：14
• 页码：5446 - 5451
• 全文大小：192K
• 年卷期：v.73,no.14(July 18, 2008)
• ISSN：1520-6904

文摘

A vinylogous, silylative, and direct variant of the venerable Mukaiyama aldol reaction has been developed. Exploiting N-Boc-pyrrol-2(5H)-one as the conjugate donor, several aldehyde and ketone acceptors were scrutinized under the guidance of suitable dual Lewis acid−Lewis base activators to provide a varied repertoire of functionality-rich α,β-unsaturated-γ-amino-δ-silyloxy carbonyl structures, in useful yields and often with an exquisite level of diastereoselection.