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铑催化的α-甲氧基β-酮酯在水中通过动态动力学拆分实现的不对称转移氢化:迈向更绿色的方法。

Rh -Catalyzed Asymmetric Transfer Hydrogenation of α-Methoxy β-Ketoesters through DKR in Water: Toward a Greener Procedure.

作者信息

He Bin, Zheng Long-Sheng, Phansavath Phannarath, Ratovelomanana-Vidal Virginie

机构信息

Chimie ParisTech, CNRS, i-CLeHS (Institute of Chemistry for Life & Health Sciences), CSB2D team, PSL Research University, 75005, Paris, France.

出版信息

ChemSusChem. 2019 Jul 5;12(13):3032-3036. doi: 10.1002/cssc.201900358. Epub 2019 Apr 18.

Abstract

The asymmetric reduction of α-methoxy β-ketoesters through transfer hydrogenation with a new rhodium(III) complex was developed. The reaction was efficient in 2-MeTHF with formic acid/triethylamine or in water with sodium formate. The corresponding syn α-methoxy β-hydroxyesters were obtained with high diastereoselectivities and excellent levels of enantioselectivity through a dynamic kinetic resolution process.

摘要

通过使用一种新型铑(III)配合物进行转移氢化反应,实现了α-甲氧基β-酮酯的不对称还原。该反应在2-甲基四氢呋喃中与甲酸/三乙胺反应,或在水中与甲酸钠反应时效率较高。通过动态动力学拆分过程,以高非对映选择性和优异的对映选择性水平得到了相应的顺式α-甲氧基β-羟基酯。

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