Allylsilane-Terminated Approach to Calicheamicin Model Systems

Abstract
An organometallic route to bicyclic enediynes using iron-, copper-, silicon-, and palladium-mediated reactions is reported. The key step involves a Lewis acid promted Sakurai reaction of a conjugated allylsilane 7, which proceeded regio- and stereo-specifically. The bicyclic cross-conjugated enediyne 10 (12,12-ethylenedioxy-8-methylenebicyclo[8.3.1]tridec-4-ene-2,6-diyne) represents a model compound for the DNA cleaving calicheamicins.

This publication has 0 references indexed in Scilit: