State Key Laboratory of Applied Organic Chemistry (SKLAOC), College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou 730000, People's Republic of China.
J Am Chem Soc. 2021 Oct 6;143(39):15930-15935. doi: 10.1021/jacs.1c08695. Epub 2021 Sep 27.
Asymmetric cross-electrophile coupling has emerged as a promising tool for producing chiral molecules; however, the potential of this chemistry with metals other than nickel remains unknown. Herein, we report a cobalt-catalyzed enantiospecific vinylation reaction of allylic alcohol with vinyl triflates. This work establishes a new method for the synthesis of enantioenriched 1,4-dienes. The reaction proceeds through a dynamic kinetic coupling approach, which not only allows for direct functionalization of allylic alcohols but also is essential to achieve high chemoselectivity. The use of cobalt enables the reactions to proceed with high enantiospecificity, which have failed to be realized by nickel catalysts.
不对称交叉亲电偶联已成为一种有前途的手性分子合成工具；然而，这种化学与除镍以外的其他金属的潜力尚不清楚。在此，我们报告了钴催化的烯丙醇与乙烯基三氟甲磺酸酯的对映选择性乙烯基化反应。这项工作建立了一种合成对映体富集的 1,4-二烯的新方法。该反应通过动态动力学偶联方法进行，不仅允许直接官能化烯丙醇，而且对于实现高化学选择性也是必不可少的。钴的使用使反应能够以高对映选择性进行，而镍催化剂则无法实现这一点。
