Issue 20, 2018

A homodinuclear cobalt complex for the catalytic asymmetric Michael reaction of β-ketoesters to nitroolefins

Abstract

A homodinuclear Co2/aminophenol sulfonamide complex has been developed for the asymmetric Michael reaction of β-ketoesters with nitroolefins. This procedure is capable of tolerating a wide range of substrates and excellent results (up to 99% yield, >99 : 1 dr and 98% ee) can also be obtained. Moreover, the reaction could be carried out on a 50 mmol scale without any decrease in the enantioselectivity and reactivity. On the basis of the results of mechanistic studies, we proposed that the Co2/2a complex would be the active species and a possible catalytic cycle was described.

Graphical abstract: A homodinuclear cobalt complex for the catalytic asymmetric Michael reaction of β-ketoesters to nitroolefins

Supplementary files

Article information

Article type
Paper
Submitted
02 Apr 2018
Accepted
02 May 2018
First published
02 May 2018

Org. Biomol. Chem., 2018,16, 3841-3850

A homodinuclear cobalt complex for the catalytic asymmetric Michael reaction of β-ketoesters to nitroolefins

G. Chen, G. Liang, Y. Wang, P. Deng and H. Zhou, Org. Biomol. Chem., 2018, 16, 3841 DOI: 10.1039/C8OB00773J

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