Rh-catalyzed asymmetric hydrogenation of allylic sulfones for synthesis of chiral β-ester sulfones

Abstract

A general and highly efficient asymmetric hydrogenation of allylic sulfones catalyzed by the Rh-(R,R)-f-spiroPhos complex has been developed affording chiral β-ester sulfones in high yields with excellent enantioselectivities (92–99.9% ee). The gram-scale hydrogenation was also successfully realized and this method can be used as an efficient concise synthetic route to key chiral intermediates of renin inhibitors: CGP 38 560 A and the macrocyclic renin inhibitors.

Graphical abstract: Rh-catalyzed asymmetric hydrogenation of allylic sulfones for synthesis of chiral β-ester sulfones

Supplementary files

Article information

Article type
Research Article
Submitted
25 Feb 2024
Accepted
29 Apr 2024
First published
30 Apr 2024

Org. Chem. Front., 2024, Advance Article

Rh-catalyzed asymmetric hydrogenation of allylic sulfones for synthesis of chiral β-ester sulfones

X. Wu, Q. Guo, G. Zi, Y. Huang and G. Hou, Org. Chem. Front., 2024, Advance Article , DOI: 10.1039/D4QO00361F

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