Stereoselective Cyclopropylmethylation Reactions of Homoallylstannanes with Carbon Electrophiles
作者:Masanobu Sugawara、Jun-ichi Yoshida
DOI:10.1016/s0040-4020(00)00389-6
日期:2000.6
The reactions of homoallylstannanes with acetals, aldehydes, and acyl chlorides in the presence of a Lewis acid proceeded smoothly to give the corresponding cyclopropylmethylated products. The reactions of E-3-pentenylstannane with aldehydes were stereoselective and gave the erythro products predominantly. A mechanism involving antiperiplanar attack is suggested. The stereoselectivity of the Z isomer was, however, not high. (C) 2000 Elsevier Science Ltd. All rights reserved.