DBU-mediated C-C bond formation between Baylis-Hillman Acetates and Active Methylene Compounds

Abstract

A new reagent system for the formation of C-C bond between the Baylis-Hillman acetates and active methylene compounds (AMCs) were developed. This method provides tri-substituted alkenes as the major product in good yield under neat condition. The reaction proceeds through the S_N2ꞌ mechanism to give substituted alkenes in good yields with high stereoselectivity. 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) act as a unique base which accelerate the rate of the reaction.