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通过镍催化的立体协同交叉偶联反应对 3-芳基邻苯二甲酸酐的对映选择性合成。

Enantioselective synthesis of 3-aryl-phthalides through a nickel-catalyzed stereoconvergent cross-coupling reaction.

机构信息

The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China.

出版信息

Org Biomol Chem. 2021 May 26;19(20):4492-4496. doi: 10.1039/d1ob00487e.

DOI:10.1039/d1ob00487e
PMID:33960992
Abstract

A nickel-catalyzed asymmetric Suzuki-Miyaura cross-coupling of racemic 3-bromo-phthalides and arylboronic acids was realized for the synthesis of diverse chiral 3-aryl-phthalides in moderate to excellent reaction yields. The reaction proceeded in a stereoconvergent manner and high enantioselectivities were observed for most examined examples. A number of functional groups like aldehyde, ester and bromide were well tolerated. Heteroaromatic boronic acids were also competent coupling partners in this reaction.

摘要

镍催化的外消旋 3-溴邻苯二甲酸酐与芳基硼酸的不对称铃木-宫浦交叉偶联反应实现了多种手性 3-芳基邻苯二甲酸酐的中等至优异的反应收率的合成。该反应以立体协同的方式进行,大多数情况下观察到高对映选择性。许多官能团,如醛、酯和溴化物都能很好地耐受。杂芳基硼酸也是该反应的有效偶联试剂。

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