Dynamic Kinetic Resolution of Phthalides via Asymmetric Transfer Hydrogenation: A Strategy Constructs 1,3-Distereocentered 3-(2-Hydroxy-2-arylethyl)isobenzofuran-1(3H)-one

Dynamic Kinetic Resolution of Phthalides via Asymmetric Transfer Hydrogenation: A Strategy Constructs 1,3-Distereocentered 3-(2-Hydroxy-2-arylethyl)isobenzofuran-1(3H)-one
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通过不对称转移氢化动态动力学拆分苯并呋喃:构建 1,3-二立体中心 3-(2-羟基-2-芳基乙基)异苯并呋喃-1(3H)-酮的策略

DOI:
10.1021/acs.orglett.5b02394
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发表时间:
2015
期刊:
影响因子:
5.2
通讯作者:
Liu Guohua
Liu Guohua
中科院分区:
化学1区
文献类型:
--
作者:
Cheng Tanyu;Ye Qunqun;Zhao Qiankun;Liu Guohua

文献摘要

相似文献

通过不对称转移氢化反应实现了邻苯二甲酸酯类化合物的动态动力学拆分,构建了含1,3-二立体中心的3-(2-hydroxy-2-arylethyl)isobenzofuran-1(3H)-one。该反应是在40℃的温和条件下进行的,催化剂为RuCl[(S,S)-TsDPEN](均三甲苯),氢源为甲酸/乙三氮(5:2)。各种邻苯二甲酸酯可以顺利转移,以提供高产率、良好的对映选择性和可接受的非对映异构体比的光学纯邻苯二甲酸酯。
Dynamic kinetic resolution of phthalides through asymmetric transfer hydrogenation for the construction of 3-(2-hydroxy-2-arylethyl)isobenzofuran-1(3H)-one with 1,3-distereocenters has been developed. This procedure is carried out under a mild condition at 40 °C catalyzed with RuCl[(S,S)-TsDPEN](mesitylene) using HCOOH/Et3N (5:2) as a hydrogen source. A variety of phthalides are smoothly transferred to provide optically pure phthalides with high yields, excellent enantioselectivities, and acceptable diastereomeric ratios.