L-乳醛的合成及Wittig反应立体选择性

Synthesis of (L)-Lactataldehyde and stereoselectivity of its Wittig reaction.

L-乳醛可以由L-乳酸甲酯经过一步硅保护,然后用二异丙基氢化铝溶液(DIBAl—H)还原制备得到.立体选择性化合物的制备是当代有机合成化学中非常重要而且具有挑战性的领域之一.高度立体选择性的各类化合物,包括立体高度选择性的烯烃化合物正在越来越频繁的运用在合成当中.本文系统地研究了L-乳醛与一系列不同类型的叶立德试剂在不同条件(改变温度、溶剂、碱)下发生Wittig反应的立体选择性,总结了一些基本规律,为今后得到立体专一的烯烃打下基础.

Starting from methyl lactate, then through a silicon＇s protection to it by TBDMSC1, followed by DIBA1H reduction, the reactant material（L-Lactataldehydes） was easily prepared. The preparation of stereospecific compounds is an important and challenging area of contemporary synthetic organic chemistry. Stereospecific compounds, including stereospecific olefins were widely needed in synthetic chemistry. The focous of the experiment is to inrestigate the stereoselectivity of the Wittig reaction of L-Lactataldehydes with different Ylide reagents in different conditions and some conclusions were obtained.