Borane-Catalyzed Asymmetric Reduction of 2-Alkylpyridines
Heng Luo , Zhao-Ying Yang , Ming Zhang , Xiao-Chen Wang
Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (23) : 3088 -3092.
Borane-Catalyzed Asymmetric Reduction of 2-Alkylpyridines
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.
Organoboron / Asymmetric Catalysis / Pyridine / Piperidine / Heterocycles / Homogeneous catalysis / Reduction / Chirality
2024 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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