Diphenylprolinol silyl ethers as efficient organocatalysts for the asymmetric Michael reaction of aldehydes and nitroalkenes

Y Hayashi, H Gotoh, T Hayashi…

Index: Hayashi, Yujiro; Gotoh, Hiroaki; Hayashi, Takaaki; Shoji, Mitsuru Angewandte Chemie - International Edition, 2005 , vol. 44, # 27 p. 4212 - 4215

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Citation Number: 879

Abstract

A subtle change in catalyst structure can sometimes improve catalytic activity dramatically, as we found in our recent study on α-aminoxylation, tandem O-nitroso aldol/Michael reactions, and Mannich reactions catalyzed by the siloxyproline 4, a highly active proline surrogate (Scheme 1).[1] The simple introduction of a siloxy group into the proline structure leads to an increase in the catalytic activity, thus allowing a decrease in catalyst loading ...