Silver??Catalyzed Aldehyde Olefination Using Siloxyalkynes

…, VA Keller, ST Meyer, SA Kozmin

Index: Sun, Jianwei; Keller, Valerie A.; Meyer, S. Todd; Kozmin, Sergey A. Advanced Synthesis and Catalysis, 2010 , vol. 352, # 5 p. 839 - 842

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Citation Number: 18

Abstract

Abstract We describe the development of a silver-catalyzed carbonyl olefination employing electron-rich siloxyalkynes. This process constitutes an efficient synthesis of trisubstituted unsaturated esters, and represents an alternative to the widely utilized Horner–Wadsworth– Emmons reaction. Excellent diastereoselectivities are observed for a range of aldehydes using either 1-siloxy-1-propyne or 1-siloxy-1-hexyne. This mild catalytic process also ...