Mechanism and scope of the cyanide-catalyzed cross silyl benzoin reaction

X Linghu, CC Bausch, JS Johnson

Index: Linghu, Xin; Bausch, Cory C.; Johnson, Jeffrey S. Journal of the American Chemical Society, 2005 , vol. 127, # 6 p. 1833 - 1840

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Citation Number: 77

Abstract

In this work, cross silyl benzoin addition reactions between acylsilanes (1) and aldehydes (2) catalyzed by metal cyanides are described. Unsymmetrical aryl-, heteroaryl-, and alkyl- substituted benzoin adducts can be generated in moderate to excellent yields with complete regiocontrol using potassium cyanide and a phase transfer catalyst. From a screen of transition metal cyanide complexes, lanthanum tricyanide was identified as an improved ...