Alkylidenation of esters on solid support and traceless synthesis of 2-substituted benzofurans
作者:Emma J Guthrie、Jackie Macritchie、Richard C Hartley
DOI:10.1016/s0040-4039(00)00753-x
日期:2000.6
Polymer-supported esters are smoothly converted into enol ethers using a titanocene alkylidene prepared by treatment of 2-tert-butyldimethylsilyloxybenzaldehyde diphenyldithioacetal with the low valent titanium species Cp2Ti[P(OEt)(3)](2). Treatment of the enol ethers with acid leads to the release of ketones from the Wang resin in high yield. Traceless solid-phase synthesis of 2-substituted benzofurans is achieved in a three-step termination procedure. (C) 2000 Published by Elsevier Science Ltd.