SYNTHESIS OF SILICON SUBSTITUTED CYCLOPROPYLMETHYL ALCOHOLS IN OPTICALLY-ACTIVE FORM VIA ASYMMETRIC SIMMONS-SMITH REACTION OF GAMMA-SILICONSUBSTITUTED ALLYLIC ALCOHOLS

Optically active silicon substituted cyclopropylmethyl alcohols were s ynthesized through asymmetric Simmons-Smith reaction; that is, the rea ction of gamma-silicon substituted allylic alcohols with diethylzinc a nd diiodomethane utilizing (+)-diethyl tartrate as a chiral auxiliary was found to afford the corresponding silicon substituted cyclopropylm ethyl alcohols with high stereoselectivity up to 92% ee.