On the mechanism of remote induction using (5-alkoxypent-2-enyl)stannanes: trapping the intermediate allyltin trihalides by phenyllithium and the X-ray crystal structure of [(2SR,3RS)-1-(4-bromobenzoyloxy)-2-methylpent-3-yl]-(triphenyl)stannane

Abstract

Allyltin trihalides, intermediates in tin(IV) halide promoted reactions of 5-alkoxy-4-methylpent-2-enyl(triphenyl)- stannanes with aldehydes which proceed with 1,5-induction, have been trapped by phenyllithium to give [(3RS,4SR)-5-alkoxy-4-methylpent-1-en-3-yl](triphenyl)stannanes.