克服立体选择性交叉偶联中萘基的需求，形成季立体中心。
Overcoming the Naphthyl Requirement in Stereospecific Cross-Couplings to Form Quaternary Stereocenters.
机构信息
Department of Chemistry & Biochemistry, University of Delaware, Newark, Delaware 19716, United States.
出版信息
J Am Chem Soc. 2021 Jun 16;143(23):8608-8613. doi: 10.1021/jacs.1c03898. Epub 2021 Jun 1.
Abstract
The use of a simple stilbene ligand has enabled a stereospecific Suzuki-Miyaura cross-coupling of tertiary benzylic carboxylates, including those lacking naphthyl substituents. This method installs challenging all-carbon diaryl quaternary stereocenters in good yield and ee and represents an important breakthrough in the "naphthyl requirement" that pervades stereospecific cross-couplings involving enantioenriched electrophiles.
摘要
一种简单的二苯乙烯配体的使用实现了立体选择性的铃木-宫浦交叉偶联反应，包括那些缺乏萘基取代基的三级苄基羧酸酯。该方法以良好的收率和对映体过量值（ee）构建了具有挑战性的全碳二芳基季碳立体中心，代表了在涉及对映体富集的亲电试剂的立体选择性交叉偶联反应中普遍存在的“萘基要求”的重要突破。
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