用于合成乙醇酸醛醇的串联维蒂希重排/羟醛缩合反应
Tandem Wittig rearrangement/aldol reactions for the synthesis of glycolate aldols.
作者信息
Bertrand Myra Beaudoin, Wolfe John P
机构信息
Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109-1055, USA.
出版信息
Org Lett. 2006 Sep 28;8(20):4661-3. doi: 10.1021/ol062016l.
A new tandem Wittig Rearrangement/aldol reaction of O-benzyl or O-allyl glycolate esters is described. This reaction generates two carbon-carbon bonds and two contiguous stereocenters in a single step from simple starting materials. The [1,2]-Wittig rearrangement proceeds under very mild reaction conditions that do not require the use of a strong base, and the 1,2-diol products are obtained in good yield with excellent diastereoselectivity (>20:1).
本文描述了一种新的O-苄基或O-烯丙基乙醇酸酯的串联维蒂希重排/羟醛反应。该反应从简单的起始原料一步生成两个碳-碳键和两个相邻的立体中心。[1,2]-维蒂希重排在非常温和的反应条件下进行，无需使用强碱，并且以良好的收率和优异的非对映选择性（>20:1）得到1,2-二醇产物。
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