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

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 prepa...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2022-08, Vol.9 (16), p.4472-4477
Main Authors: Xiao, Guiying, Xie, Chaochao, Guo, Qianling, Zi, Guofu, Hou, Guohua, Huang, Yuping
Format: Article
Language:English
Subjects:
Acrylic acid
Alcohols
Androgen receptors
Carboxylic acids
Enantiomers
Hydrogenation
Organic chemistry
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Summary: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.
ISSN:2052-4110
2052-4110
DOI:10.1039/d2qo00652a