1,1-BIS(TRIALKYLSTANNYL)ETHENES - FURTHER INVESTIGATIONS INTO THEIR REACTIVITY

Ipso halodestannylation of I,1-bis(tributylstannyl)ethenes with one eq uivalent of halogen leads to a variety of 1-halovinylstannanes. In cer tain cases, these reactions exhibit high levels of stereoselectivity. A plausible mechanistic pathway is advanced in order to explain the st ereochemical outcome of these reactions. Addition of two equivalents o f halogen affords the corresponding 1,1-bis-haloalkenes complementing existing methodology (e.g. Corey-Fuchs reaction) for the preparation o f these useful synthetic intermediates. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.