Asymmetric Stepwise Reductive Amination of Sulfonamides, Sulfamates, and a Phosphinamide by Nickel Catalysis. (5th December 2018)

• Record Type: Journal Article
• Authors: Zhao, Xiaohu; Xu, Haiyan; Huang, Xiaolei; Zhou, Jianrong Steve
• Is Part Of: Angewandte Chemie. Volume 131:Number 1(2019)
• Page Start: 298
• Page End: 302
• Publication Date: 2018-12-05
• Subjects: Chirale Alkylamine -- Nickelkatalyse -- Reduktive Aminierungen -- Sulfonamide -- Transferhydrierungen; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201809930
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Asymmetric reductive amination of poorly nucleophilic sulfonamides was realized in the presence of nickel catalysts and titanium alkoxide. A wide range of ketones, including enolizable ketones and some biaryl ones, were converted into sulfonamides in excellent enantiomeric excess. The cyclization of sulfamates and intermolecular reductive amination of a diarylphosphinamide were also successful. Formic acid was used as a safe and economic surrogate of high‐pressure hydrogen gas.