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不对称转移氢化与动态动力学拆分在水中的结合:反-β-羟基-α-氨基酸衍生物的合成。

Asymmetric transfer hydrogenation coupled with dynamic kinetic resolution in water: synthesis of anti-β-hydroxy-α-amino acid derivatives.

机构信息

Organic Chemistry, Department of Chemical Science and Engineering, KTH Royal Institute of Technology, 100 44 Stockholm, Sweden.

出版信息

Org Lett. 2012 Dec 21;14(24):6334-7. doi: 10.1021/ol303115v. Epub 2012 Dec 10.

Abstract

The use of asymmetric transfer hydrogenation combined with dynamic kinetic resolution for the synthesis of β-hydroxy-α-(tert-butoxycarbonyl)amino esters in water is described. This procedure provides the desired amino alcohols in good yields, diastereoselectivities, and enantioselectivities. A surfactant is employed to achieve good yields due to the hydrophobic nature of both the catalyst and substrate. The reaction setup is operationally simple, and nondegassed water can be used as the solvent.

摘要

本文描述了在水中使用不对称转移氢化与动态动力学拆分相结合来合成β-羟基-α-(叔丁氧基羰基)氨基酯。该方法以良好的收率、非对映选择性和对映选择性得到了所需的氨基醇。由于催化剂和底物的疏水性,使用表面活性剂可以实现良好的收率。反应装置操作简单,可使用非除气水作为溶剂。

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