3-硅基烯丙氧基硅烷的不对称逆向-[1,4]-布鲁克重排：手性从硅转移至碳。
Asymmetric retro-[1,4]-Brook rearrangement of 3-silyl allyloxysilanes chirality transfer from silicon to carbon.
作者信息
Wu Ya, Chen Hua, Yang Wenyu, Fan Yu, Gao Lu, Su Zhishan, Hu Changwei, Song Zhenlei
机构信息
Department of Biological and Chemical Engineering, Chongqing University of Education Chongqing 400067 China.
Sichuan Engineering Laboratory for Plant-Sourced Drug, Research Center for Drug Industrial Technology, Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University Chengdu 610041 China
出版信息
RSC Adv. 2019 Aug 21;9(45):26209-26213. doi: 10.1039/c9ra05482k. eCollection 2019 Aug 19.
An asymmetric retro-[1,4]-Brook rearrangement of 3-silyl allyloxysilanes has been developed Si-to-C chirality transfer. Mechanistic studies reveal that the silyl group migrates with retention of configuration. The stereochemical outcome of the newly formed stereogenic carbon center, which has remained a longstanding question, is also clarified, suggesting a diastereoselective Si to C chirality transfer without loss of enantiomeric excess.
已开发出一种3-硅烷基烯丙氧基硅烷的不对称逆向[1,4]-布鲁克重排反应，实现了从硅到碳的手性转移。机理研究表明，硅烷基在构型保持的情况下迁移。长期以来一直存在的关于新形成的立体中心的立体化学结果问题也得到了阐明，这表明该反应是一种非对映选择性的从硅到碳的手性转移，且对映体过量没有损失。
Zotero 插件