Conjugate reduction of aryl acrylates with tributyltin hydride in the presence of magnesium bromide diethyl etherate
作者:Satomi Hirasawa、Hajime Nagano、Yoko Kameda
DOI:10.1016/j.tetlet.2004.01.028
日期:2004.3
The conjugate reduction of aryl acrylates performed with tributyltinhydride in the presence of magnesium bromide diethyl etherate in dichloromethane gave the corresponding saturated esters in moderate to high yields. The reduction of α-methylene-γ-benzyloxycarboxylic acid esters proceeded syn-selectively, but α-methylene-β-oxycarboxylic acid esters afforded reductive elimination products under the
We report herein that the conjugate reduction of α,β-unsaturated esters and amides, such as aryl acrylates, pantolactone esters of acrylic acids, diethyl itaconate and N-crotonylcamphorsultam, with tributyltinhydride proceeded in moderate to high yields in the presence of magnesium bromide diethyl etherate. The effect of metal halide enhancing the yields is also described.