Kinetic Resolution of α-Methylene-β-hydroxy Esters Catalyzed by Acyl Transfer Catalyst An-PIQ
Kinetic Resolution of α-Methylene-β-hydroxy Esters Catalyzed by Acyl Transfer Catalyst An-PIQ
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酰基转移催化剂 An-PIQ 催化动力学拆分 α-亚甲基-β-羟基酯
DOI：
10.1021/acs.joc.5b00073
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发表时间：
2015-03-20
影响因子：
3.6
通讯作者：
Deng, Wei-Ping
中科院分区：
文献类型：
--
作者：
Jiang, Shan-Shan;Xu, Qin-Chang;Deng, Wei-Ping
报道了利用酰基转移催化剂An-PIQ和丙酸酐高效非酶动力学拆分一系列结构不同的外消旋α-亚甲基-β-羟基酯。该方法在合理的转化率和优异的选择性因子（S高达108）下提供具有极高ee（高达>99%）的回收醇。在克级反应中解决了几种重要的合成底物，得到了高光学纯的α-亚甲基-β-羟基酯，具有优异的S值和良好的产率。
A highly efficient nonenzymatic kinetic resolution of a series of structurally diverse racemic alpha-methylene-beta-hydroxy esters utilizing the acyl transfer catalyst An-PIQ and propionic anhydride is reported. This procedure provides recovered alcohols with extremely high ees (up to >99%) in reasonable conversions and excellent selectivity factors (S up to 108). Several synthetically important substrates were resolved in gram-scale reactions, and highly optically pure alpha-methylene-beta-hydroxy esters were obtained with excellent S values and good yields.