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Updated: Sep 11, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Enantioselective Access to Chiral Vicinal Diamines via Rhodium-Catalyzed Consecutive Reductive Amination/Asymmetric
Ji Yang1, Wei Huang1, Zhen Yao2
1School of Chemistry and Life Resources, Renmin University of China, Beijing 100872, China.
Abstract:
Rhodium-catalyzed one-pot tandem reductive amination/asymmetric transfer hydrogenation of quinoline-2-carbaldehydes with anilines using HCO2H/NEt3 reductant has been developed for enantioselective synthesis of chiral N,N'-diaryl vicinal diamines. The reaction tolerates various anilines and quinoline-2-carbaldehydes, affording chiral N,N'-diaryl vicinal diamines in high yields with excellent enantioselectivities (up to 99% ee). The enantiocontrol is achieved by the judicious selection of transition-metal catalyst, reductant, and additive. The observed enantioselectivity can be rationalized by analyzing the critical interactions within the key transition state structure.
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