Redox-driven deracemization of secondary alcohols by sequential ether/O2 -mediated oxidation and Ru-catalyzed asymmetric reduction

被引：10

作者：

Yang, Bing ^{[1
]}

Cui, Peng ^{[1
]}

Chen, Yongsheng ^{[1
]}

Liu, Qixing ^{[1
]}

Zhou, Haifeng ^{[1
]}

机构：

[1] China Three Gorges Univ, Coll Biol & Pharmaceut Sci, Res Ctr Green Pharmaceut Technol & Proc, Hubei Key Lab Nat Prod Res & Dev, Yichang 443002, Peoples R China

来源：

TETRAHEDRON LETTERS | 2020年 / 61卷 / 46期

关键词：

Deracemization; Sequential reaction; Chiral alcohol; Redox-driven; Ruthenium catalysis; ONE-POT SYNTHESIS; TANDEM BIOCATALYTIC OXIDATION; TRANSFER HYDROGENATION; CHIRAL ALCOHOLS; DIBORONIC ACID; DERACEMISATION; KETONES; STEREOINVERSION; ALKYNES; TRANSFORMATION;

D O I：

10.1016/j.tetlet.2020.152530

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The deracemization of benzylic alcohols has been achieved using a redox-driven one-pot two-step process. The racemic alcohols were oxidized by bis(methoxypropyl) ether and oxygen to give the ketone intermediates, followed by an asymmetric transfer hydrogenation with a chiral ruthenium catalyst. This compatible oxidation/reduction process gave the enantiomerically enriched alcohols with up to 95% ee values. (C) 2020 Elsevier Ltd. All rights reserved.

引用

页数：3

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