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; Imanaka, Hidekazu; Sahoo, Akhila K.; Yada, Akira; Hiyama, Tamejiro Journal of the American Chemical Society, 2005 , vol. 127, # 19 p. 6952 - 6953

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Citation Number: 99

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 ...

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