Issue 48, 2021

Redox deracemization of phosphonate-substituted dihydropyrimidines

Abstract

An efficient redox deracemization of the phosphonic ester substituted 3,4-dihydropyrimidin-2-one (DHPM) derivatives is described. The one-pot deracemization strategy consisted of the oxidization to destroy the stereocenter center and the following asymmetric transfer hydrogenation to regenerate the chiral carbon center with the vicinal phosphonic ester group, providing a series of optically active phosphonate substituted DHPMs with up to 96% ee.

Graphical abstract: Redox deracemization of phosphonate-substituted dihydropyrimidines

Supplementary files

Article information

Article type
Communication
Submitted
24 Oct 2021
Accepted
26 Nov 2021
First published
27 Nov 2021

Org. Biomol. Chem., 2021,19, 10570-10574

Redox deracemization of phosphonate-substituted dihydropyrimidines

F. Meng, B. Shao, M. K. Velopolcek, X. Guo, G. Feng and L. Shi, Org. Biomol. Chem., 2021, 19, 10570 DOI: 10.1039/D1OB02079J

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