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基于联萘酚的手性配体:在二乙基锌对芳香醛的不对称加成反应中,其设计、合成及性能评价。

Binaphthyl-based chiral ligands: design, synthesis and evaluation of their performance in enantioselective addition of diethylzinc to aromatic aldehydes.

机构信息

State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin, People's Republic of China.

出版信息

Org Biomol Chem. 2020 Dec 21;18(47):9712-9725. doi: 10.1039/d0ob02127j. Epub 2020 Nov 25.

Abstract

The design strategy and the performance of binaphthyl-based chiral ligands were evaluated with computation and enantioselective addition of diethylzinc to aromatic aldehydes. Under optimized conditions, enantioselective addition of diethylzinc to aromatic aldehydes provided the desired optically active secondary alcohols in high isolated yields (up to 91%) and excellent enantiomeric excesses (up to 98% ee).

摘要

本文通过计算和二乙基锌对芳香醛的对映选择性加成反应,评估了联萘酚手性配体的设计策略和性能。在优化条件下,二乙基锌对芳香醛的对映选择性加成反应以高分离收率(高达 91%)和优异的对映体过量(高达 98%ee)得到所需的光学活性仲醇。

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