Borane‐Catalyzed Asymmetric Reduction of 2‐Alkylpyridines<sup>†</sup>

Comprehensive Summary Herein, a method for the enantioselective reduction of unprotected 2‐alkylpyridines is reported for the first time. By using pinacolborane and an amide as reducing agents, a large number of 2‐alkylpiperidines were synthesized with high yields and excellent enantioselectivities via a cascade process involving 1,4‐hydroboration and subsequent transfer hydrogenation. The resulting products can be easily converted to natural alkaloids.

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Publication Details

Journal
Chinese Journal of Chemistry
Published
2024-08-08
DOI
https://doi.org/10.1002/cjoc.202400671
Citations
4
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.63

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article

Borane‐Catalyzed Asymmetric Reduction of 2‐Alkylpyridines†

Heng Luo, Zhao‐Ying Yang, Xiaochen Wang, Ming Zhang
4 citations
Chinese Journal of Chemistry
Asymmetric Hydrogenation and Catalysis
0.63
article

Borane‐Catalyzed Asymmetric Reduction of 2‐Alkylpyridines†

Heng Luo, Zhao‐Ying Yang, Xiaochen Wang, Ming Zhang
article en
4 citations

Abstract

Comprehensive Summary Herein, a method for the enantioselective reduction of unprotected 2‐alkylpyridines is reported for the first time. By using pinacolborane and an amide as reducing agents, a large number of 2‐alkylpiperidines were synthesized with high yields and excellent enantioselectivities via a cascade process involving 1,4‐hydroboration and subsequent transfer hydrogenation. The resulting products can be easily converted to natural alkaloids.

Chinese Journal of ChemistryVol. 42(23)
Nankai University (CN), Unité Matériaux et Transformations (FR)
National Natural Science Foundation of China, Natural Science Foundation of Tianjin City, National Key Research and Development Program of China
Openalex Percentile: Top 37%
Asymmetric Hydrogenation and Catalysis
0.63
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