B(C6 F5 )3 -Catalyzed Asymmetric Reductive Amination of Ketones with Ammonia Borane

The Journal of Organic Chemistry
Zhentao PanWeihui Zhong

Abstract

The first example of metal-free B(C6F5)3-catalyzed asymmetric reduction amination of ketones with chiral α-methylbenzylamine (α-MBA) using ammonia borane as the reductant is reported. This one-pot method has a broad substrate scope and provides various chiral amines in 81-95% yield with 80-99% de. This protocol was further applied in the total synthesis of cinacalcet.

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Citations

Sep 26, 2020·Organic & Biomolecular Chemistry·Chiara FaverioMaurizio Benaglia
Jan 23, 2021·Organic & Biomolecular Chemistry·Gautam KumarIndranil Chatterjee
Aug 7, 2021·Chemical Communications : Chem Comm·Qizhuang ZouXingbang Hu
Oct 22, 2019·Chemical Reviews·Oleg I AfanasyevDenis Chusov

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