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通过 NHC 催化的位点选择性酯化反应实现 1,2-二醇的动力学拆分。

Kinetic Resolution of 1,2-Diols via NHC-Catalyzed Site-Selective Esterification.

机构信息

Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education , Guizhou University , Huaxi District, Guiyang 550025 , China.

Department of Chemistry , University of Pavia , Pavia 27100 , Italy.

出版信息

Org Lett. 2018 Jun 15;20(12):3447-3450. doi: 10.1021/acs.orglett.8b01029. Epub 2018 Jun 4.

Abstract

A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities.

摘要

通过 N-杂环卡宾催化的氧化酰化反应,对同时带有仲醇和伯醇结构的 1,2-二醇进行了动力学拆分。该过程涉及到一个位点和对映选择性酯化反应。所得到的单酰化二醇以及剩余的对映体富集的 1,2-二醇都是多功能的构建块,可用于制备具有已证明生物活性的功能分子。

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