Intermolecular radical reaction of O,Se-acetals generated via seleno-Pummerer rearrangement.
Intermolecular radical reaction of O,Se-acetals generated via seleno-Pummerer rearrangement.
复制标题
通过硒-Pummerer 重排生成 O,Se-缩醛的分子间自由基反应。
作者：
Urabe;D.; Yamaguchi;H.; Someya;A. Inoue;M.
本文提出了一种利用硒-Pummerer反应合成O，Se-缩醛的新方法，并研究了它们的自由基偶联反应。该三组分偶联反应采用O，Se-缩醛、环戊烯酮和烯丙基锡烷衍生物，能够立体选择性地将α-酰氧基烷基和官能化烯丙基连接在一起，在一次操作中生成2，3-反式-二取代环戊酮。所获得的高度官能化的结构被用作中间体，用于简易组装的莪术二醇碳骨架。
A new general protocol for the synthesis ofO,Se-acetals using the seleno-Pummerer reaction has been developed, and their radical-based two- and three-component coupling reactions were studied. The three-component coupling employed theO,Se-acetal, cyclopentenone, and an allylstannane derivative, and enabled stereoselective installations of α-acyloxy alkyl and functionalized allyl groups to generate the 2,3-trans-disubstituted cyclopentanone in a single operation. The obtained highly functionalized structure was used as an intermediate for facile assembly of the zedoarondiol carboskeleton.