铜催化的γ,γ-二取代烯丙基二硼化合物与酮的非对映选择性和对映选择性反应。
Cu-Catalyzed Diastereo- and Enantioselective Reactions of γ,γ-Disubstituted Allyldiboron Compounds with Ketones.
机构信息
Department of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, NC, 27599, USA.
出版信息
Angew Chem Int Ed Engl. 2020 May 25;59(22):8451-8455. doi: 10.1002/anie.202000675. Epub 2020 Mar 24.
Abstract
A catalytic diastereo- and enantioselective method for the preparation of complex tertiary homoallylic alcohols containing a vicinal quaternary carbon stereogenic center and a versatile alkenylboronic ester is disclosed. Transformations are promoted by 5 mol % of a readily available copper catalyst bearing a bulky monodentate phosphoramidite ligand, which is essential for attaining both high dr and er. Reactions proceed with a wide variety of ketones and allylic 1,1-diboronate reagents, which enables the efficient preparation of diverse array of molecular scaffolds.
摘要
本文报道了一种手性铜催化的非对映和对映选择性方法，用于制备含有相邻季碳手性中心的复杂叔型高烯丙醇。该转化由 5 mol%的手性铜催化剂促进，该催化剂带有大位阻的单齿膦酰胺配体，对于获得高 dr 和 er 至关重要。反应可使用各种酮和烯丙基 1,1-二硼酸酯试剂，可有效制备各种分子支架。
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