Halogenated salt assisted Cu-catalyzed asymmetric 1,4-borylstannation of 1,3-enynes: enantioselective synthesis of allenylstannes

作者：Jialin Ye, Yang Liao, Hao Huang, Yang Liu, Dongmei Fang, Min Wang, Lianrui Hu, Jian Liao · 发表于：Chemical Science · 年份：2020 · DOI：10.1039/d0sc05425a · 被引用次数：29 · 研究领域：Catalytic C–H Functionalization Methods、Sulfur-Based Synthesis Techniques、Synthesis of Indole Derivatives

)/Cu complex as a catalyst, and the desired products, chiral allenylstannes, were first synthesized by asymmetric catalysis with satisfactory yields and enantioselectivies. In this protocol, a catalytic amount of additive, a halogenated salt, plays a crucial role in the success. Control experiments and theoretical studies disclosed that the four-membered ring transmetallation transition states which were stabilized by a halide anion are the key to yields and stereochemical outcomes.