Synthesis of Chiral Fluorinated Propargylamines via Chemoselective Biomimetic Hydrogenation

• DOI: 10.1021/acs.orglett.6b02283
• Publication Date: 2016-08-29T19:20:25Z
• Authors: Mu-Wang Chen; Bo Wu; Zhang-Pei Chen; Lei Shi; Yong-Gui Zhou
• Keywords: Chemoselectivity

A highly enantioselective synthesis of chiral fluorinated propargylamines was developed through phosphoric acid and ruthenium-catalyzed chemoselective biomimetic hydrogenation the carbon-nitrogen double bond alkynyl ketimines in presence a carbon-carbon triple bond. This reaction features high chemoselectivity slow background reaction. In addition, selective transformations were also reported.