Probing the Effect of Allylic Substitution on Cyclic Ammonium Ylid Rearrangements
作者:J. Sweeney、Julien Sançon
DOI:10.1055/s-0029-1219348
日期:2010.3
The [2,3]-sigmatropic rearrangement of tetrahydropyridine-derived ammonium ylids is a valuable method for the preparation of substituted pyrrolidine carboxylates. The presence of an allylic substituent does not intrinsically reduce the yield of rearrangements, and the diastereoselectivity of rearrangement is related to the structure of the diazo reactant. The method represents a very rapid means of
四氢吡啶衍生的叶立德铵的 [2,3]-sigmatropic 重排是制备取代的吡咯烷羧酸盐的有价值的方法。烯丙基取代基的存在本质上不会降低重排的产率,重排的非对映选择性与重氮反应物的结构有关。该方法代表了一种非常快速的获取复杂吡咯烷的方法,如制备乳胞素核心的前体所示。