Formal Hydrotrimethylsilylation of Styrenes with Anti-Markovnikov Selectivity Using Hexamethyldisilane
作者:Xin Wang、Zhi-Xiang Yu、Wen-Bo Liu
DOI:10.1021/acs.orglett.2c03170
日期:2022.12.9
A combination of CsF and hexamethyldisilane in DMSO enabling an anti-Markovnikov formal hydrotrimethylsilylation of styrenes is reported. Mechanistic investigations detail the reaction pathways, including in situ generation of a silyl anion, the addition of this silyl anion onto the alkene to form a carbanion, and this carbanion is then protonated by DMSO. The choice of the solvent to match its reactivity