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酒石酸衍生的手性胍的开发及其在手性催化β-二羰基化合物α-羟化反应中的应用。

Development of tartaric acid derived chiral guanidines and their application to catalytic enantioselective α-hydroxylation of β-dicarbonyl compounds.

机构信息

State Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technology , Dalian 116024, P. R. China.

出版信息

Org Lett. 2013 Jun 21;15(12):3106-9. doi: 10.1021/ol401306h. Epub 2013 Jun 11.

Abstract

A novel library of chiral guanidines featuring a tartaric acid skeleton was developed from diethyl l-tartrate. These guanidines are easily accessed with tunable steric and electronic properties. The utilities of the guanidines were highlighted by their ability to catalyze the α-hydroxylation of β-ketoesters and β-diketones with remarkable efficiency and excellent enantioselectivity.

摘要

开发了一种新型的手性胍盐库,其骨架为酒石酸二乙酯。这些胍盐具有可调节的立体和电子性质,易于获得。胍盐的用途通过其能够以优异的效率和对映选择性催化β-酮酯和β-二酮的α-羟化作用得到了突出体现。

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