Asymmetric Hydrogenation of Polysubstituted Isoquinolines with Chiral Boranes

This paper describes an asymmetric hydrogenation of 1,3-disubstituted isoquinolines catalyzed by chiral borane derived from chiral alkene, giving the desired <i>cis</i>-products in high yields with up to 96% ee. In particular, the asymmetric hydrogenation of challenging 1,3,4-trisubstituted isoquinolines could proceed smoothly to afford the corresponding products in high yields with moderate ee's for the first time.

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Publication Details

Journal
Organic Letters
Published
2025-02-26
DOI
https://doi.org/10.1021/acs.orglett.5c00272
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Asymmetric Hydrogenation of Polysubstituted Isoquinolines with Chiral Boranes

Xiangqing Feng, Fuqu Zou, Haifeng Du
Organic Letters
Organoboron and organosilicon chemistry
article

Asymmetric Hydrogenation of Polysubstituted Isoquinolines with Chiral Boranes

Xiangqing Feng, Fuqu Zou, Haifeng Du
article en

Abstract

This paper describes an asymmetric hydrogenation of 1,3-disubstituted isoquinolines catalyzed by chiral borane derived from chiral alkene, giving the desired <i>cis</i>-products in high yields with up to 96% ee. In particular, the asymmetric hydrogenation of challenging 1,3,4-trisubstituted isoquinolines could proceed smoothly to afford the corresponding products in high yields with moderate ee's for the first time.

Organic LettersVol. 27(9)
Chinese Academy of Sciences (CN), Beijing National Laboratory for Molecular Sciences (CN), University of Chinese Academy of Sciences (CN)
National Natural Science Foundation of China, National Key Research and Development Program of China
Openalex Percentile: Top 97%
Organoboron and organosilicon chemistry
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