Cu-Catalyzed S N 2′ Substitution of Propargylic Phosphates with Vinylarene-Derived Chiral Nucleophiles: Synthesis of Chiral Allenes

作者：Bing Wang, Xihong Wang, Xuemei Yin, Wangzhi Yu, Yang Liao, Jialin Ye, Min Wang, Jian Liao · 发表于：Organic Letters · 年份：2019 · DOI：10.1021/acs.orglett.9b00908 · 被引用次数：32 · 研究领域：Catalytic C–H Functionalization Methods、Catalytic Alkyne Reactions、Catalytic Cross-Coupling Reactions

A new Cu-catalyzed enantioselective three-component (i.e., styrenes, B 2 pin 2, and propargylic phosphates) allenylation via an S N 2′ substitution of propargylic electrophiles with vinylarene-derived chiral nucleophiles is presented. This method provides an efficient and enantioselective approach to access a range of optically pure di-(1,1-), tri-, and tetra-substituted allenes with α-central chirality and axial chirality in excellent chemo-, regio-, diastereo-, and enantioselectivities.