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通过串联对映选择性反应和动力学拆分抛光序列获得富集化合物。

Obtaining enriched compounds via a tandem enantioselective reaction and kinetic resolution polishing sequence.

机构信息

Department of Chemistry and Biochemistry, University of South Carolina, 631 Sumter Street, Columbia, South Carolina 29208, USA.

出版信息

J Org Chem. 2012 Apr 6;77(7):3570-5. doi: 10.1021/jo202653b. Epub 2012 Mar 20.

DOI:10.1021/jo202653b
PMID:22397402
Abstract

Herein we describe a tandem method of coupling an enantioselective reaction with a nonenzymatic kinetic resolution to prepare highly enantioenriched compounds. The procedure employs a moderately selective enantioselective reaction on a ketone or aldehyde to form an enriched alcohol followed by a kinetic resolution of the alcohol to generate ee's of >99% in yields greater than what is possible with a kinetic resolution. This method highlights an avenue to quickly acquire highly enriched compounds without developing and optimizing a new methodology.

摘要

在此,我们描述了一种将对映选择性反应与非酶动力学拆分相偶联的串联方法,以制备高对映过量的化合物。该方法采用酮或醛的中等选择性对映选择性反应形成富集醇,然后对醇进行动力学拆分,产率大于动力学拆分可能达到的产率,ee 值大于 99%。该方法突出了一种快速获得高富集化合物的途径,而无需开发和优化新的方法。

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