Synthesis of Tetrasubstituted Enamines through Borane-Catalyzed Hydrogenations

Zijia Zhang; Xiangqing Feng; Haifeng Du

doi:10.1021/acs.orglett.3c03578

Synthesis of Tetrasubstituted Enamines through Borane-Catalyzed Hydrogenations

Org Lett. 2023 Dec 29;25(51):9142-9146. doi: 10.1021/acs.orglett.3c03578. Epub 2023 Dec 19.

Authors

Zijia Zhang^{1

2}, Xiangqing Feng^{1

2}, Haifeng Du^{1

2}

Affiliations

¹ Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
² University of Chinese Academy of Sciences, Beijing 100049, China.

PMID: 38113201
DOI: 10.1021/acs.orglett.3c03578

Abstract

This paper describes a B(C₆F₅)₃-catalyzed hydrogenation of β-substituted α,β-unsaturated imines by using as low as 0.2 mol % catalyst. A variety of tetrasubstituted enamines were afforded in 95-99% yields. It provides an efficient and facile way without the need for column chromatography purification.