Organo [2-(hydroxymethyl) phenyl] dimethylsilanes as mild and reproducible agents for rhodium-catalyzed 1, 4-addition reactions

Y Nakao, J Chen, H Imanaka, T Hiyama…

Index: Nakao, Yoshiaki; Chen, Jinshui; Imanaka, Hidekazu; Hiyama, Tamejiro; Ichikawa, Yoshitaka; Duan, Wei-Liang; Shintani, Ryo; Hayashi, Tamio Journal of the American Chemical Society, 2007 , vol. 129, # 29 p. 9137 - 9143

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Citation Number: 100

Abstract

Stable and reusable tetraorganosilicon reagents, alkenyl-, aryl-, and silyl [2-(hydroxymethyl) phenyl] dimethylsilanes, undergo 1, 4-addition reactions to α, β-unsaturated carbonyl acceptors under mild rhodium-catalysis. The reaction tolerates a diverse range of functional groups and is applicable to gram-scale synthesis. Use of a chiral diene ligand allows the achievement of the corresponding enantioselective transformations using the ...