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铑催化1-芳基炔烃与2-(氰基甲基)苯基硼酸酯的苯并环化反应不对称合成轴手性2-氨基联芳基化合物

Asymmetric Synthesis of Axially Chiral 2-Aminobiaryls by Rhodium-Catalyzed Benzannulation of 1-Arylalkynes with 2-(Cyanomethyl)phenylboronates.

作者信息

Xue Fei, Hayashi Tamio

机构信息

Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore, 637371, Singapore.

出版信息

Angew Chem Int Ed Engl. 2018 Aug 6;57(32):10368-10372. doi: 10.1002/anie.201806324. Epub 2018 Jul 16.

Abstract

Asymmetric benzannulation of 1-arylalkynes, where the aryl group is an ortho-substituted aromatic group, with 2-(cyanomethyl)phenylboronate was catalyzed by a rhodium complex coordinated with a chiral diene ligand to give high yields of axially chiral 2-aminobiaryls with greater than 90 % ee.

摘要

芳基为邻位取代芳香基团的1-芳基炔烃与2-(氰基甲基)苯基硼酸酯的不对称苯并环化反应,由与手性二烯配体配位的铑配合物催化,以大于90%的对映体过量(ee值)高产率得到轴向手性2-氨基联芳基化合物。

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