Issue 16, 2022

Highly enantioselective Ni-catalyzed asymmetric hydrogenation of β,β-disubstituted acrylic acids

Abstract

A highly enantioselective Ni-catalyzed hydrogenation of β,β-disubstituted acrylic acids was first realized using Ph-BPE, providing straightforward access to chiral carboxylic acids in high yields with excellent enantioselectivities, up to 99% ee. The method was successfully applied to not only prepare chiral 3-substituted 1-indanones and chiral alcohols including 3-methyl-1-indanol bearing two chiral centers with high enantio- and diastereoselectivities, but also synthesize the significant intermediate for the oral nonsteroidal androgen receptor agonist pharmaceutical LG 121071.

Graphical abstract: Highly enantioselective Ni-catalyzed asymmetric hydrogenation of β,β-disubstituted acrylic acids

Supplementary files

Article information

Article type
Research Article
Submitted
22 Apr 2022
Accepted
02 Jul 2022
First published
05 Jul 2022

Org. Chem. Front., 2022,9, 4472-4477

Highly enantioselective Ni-catalyzed asymmetric hydrogenation of β,β-disubstituted acrylic acids

G. Xiao, C. Xie, Q. Guo, G. Zi, G. Hou and Y. Huang, Org. Chem. Front., 2022, 9, 4472 DOI: 10.1039/D2QO00652A

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