Application of Oxazaborolidine Catalysts (CBS) on Enantioselective 1,4-Addition of Diarylphosphine Oxides to α,β-Unsaturated Thioesters

作者：Yinrui Shi, Lirong Chen, Qi Gao, Jiuling Li, Yafei Guo, Baomin Fan · 发表于：Organic Letters · 年份：2023 · DOI：10.1021/acs.orglett.3c02138 · 被引用次数：11 · 研究领域：Asymmetric Hydrogenation and Catalysis、Chemical Synthesis and Analysis、Chemical Synthesis and Reactions

Here, we report the first catalytic enantioselective 1,4-addition of diarylphosphine oxides to α,β-unsaturated thioesters. Importantly, the most common and commercial oxazaborolidine (CBS) was employed as a catalyst for its new application without being activated by strong protonic acids or Lewis acids and led to the chiral thioesters in excellent yields and enantioselectivities. Furthermore, this method features mild reaction conditions (room temperature and air-insensitive), good substrate tolerance, and easy scalability.