Organic letters

A facile and efficient anti-selective four-component direct aldol addition via chemoselective thioester enolate formation

G Zhou, JM Yost, SJ Sauer, DM Coltart

Index: Zhou, Guoqiang; Yost, Julianne M.; Coltart, Don M. Synthesis, 2007 , # 3 p. 478 - 482

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Citation Number: 12

Abstract

A facile and efficient four-component anti-selective direct aldol addition of thioester enolates has been developed that is fully compatible with enolizable aldehydes and able to be conducted using untreated reagent-grade CH2Cl2 open to the air. The thioester enolates are generated in situ via an acylation/conjugate addition sequence using commercially available PhSLi and acryloyl chloride, thus avoiding prior enolate formation while ...