Direct Synthesis of α‐Amino Acid Derivatives by Hydrative Amination of Alkynes
Minghao Feng, Roberto Tinelli, Ricardo Meyrelles, Leticia González, Boris Maryasin, Nuno Maulide
Abstract
α-Amino acid derivatives are key components of the molecules of life. The synthesis of α-amino carbonyl/carboxyl compounds is a contemporary challenge in organic synthesis. Herein, we report a practical method for the preparation of α-amino acid derivatives via direct hydrative amination of activated alkynes under mild conditions, relying on sulfinamides as the nitrogen source. Computational studies suggest that the reaction is enabled by a new type of sulfonium [2,3]-sigmatropic rearrangement.
Topics & Concepts
AminationSulfoniumChemistryAmino acidReductive aminationCombinatorial chemistryOrganic chemistryCatalysisBiochemistrySalt (chemistry)Sulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions