白藜芦醇的全合成

Total Synthesis of Resveratrol

以3,5-二羟基苯甲酸为起始原料,经甲醇酯化、苄醚保护酚羟基、还原、溴化、Arbuzov重排和Wittig-Hornor缩合得3,5,4′-三苄氧基-(E)-二苯乙烯(8);8再用AlCl3脱苄醚保护基,成功合成了(E)-白藜芦醇(1),总收率48%。1和中间体的结构经1HNMR表征。

3,5,4＇-Tfi（benzyloxy） stilbene（8） was obtained from 3,5-dihydroxy benzoic acid by esterification of methanol, protecting hydroxybenzene using benzyl oxide, reduction, bromination, Arbuzov rearrangement reaction and Wittig - Homor condensation. Resveratrol （ 1 ） was synthesized by deprotection benzyl oxide of 8 with AlCl3. The total yield was 48 %. The structures were confirmed by ^1 H NMR.