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通过动力学拆分实现 rac-α-(嘌呤-9-基)环戊酮的不对称转移氢化反应,构建碳环核苷。

Asymmetric Transfer Hydrogenation of rac-α-(Purin-9-yl)cyclopentones via Dynamic Kinetic Resolution for the Construction of Carbocyclic Nucleosides.

机构信息

Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering , Henan Normal University , Xinxiang , Henan 453007 , China.

出版信息

Org Lett. 2019 May 3;21(9):2998-3002. doi: 10.1021/acs.orglett.9b00451. Epub 2019 Apr 2.

Abstract

An asymmetric transfer hydrogenation via dynamic kinetic resolution of a broad range of rac- α-(purin-9-yl)cyclopentones was first developed. A series of cis-β-(purin-9-yl)cyclopentanols were obtained with up to 97% yield, >20/1 dr, and >99% ee. This also provides an efficient synthetic route to a variety of chiral carbocyclic nucleosides.

摘要

首次通过广泛的 rac-α-(嘌呤-9-基)环戊酮的动态动力学拆分实现不对称转移氢化。一系列顺式-β-(嘌呤-9-基)环戊醇以高达 97%的产率、>20/1 dr 和 >99%ee 获得。这也为各种手性碳环核苷提供了有效的合成途径。

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