Abstract

The synthesis of a new chiral diaminophosphino(silyl)carbene, based on the use of ( R,R)-cyclohexane- trans-1,2-diamine, is described. Its reaction with methyl acrylate afforded a cyclopropane derivative as a single diastereomer. The diastereoselectivity in the addition reactions between olefins and chiral carbenes derived from C 2-symmetric diamines has also been studied by theoretical calculations, which establish that it has a steric origin; we report a rationale to predict the absolute configuration of the adducts.

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