Catalytic asymmetric synthesis of α-tertiary aminoketones from sulfoxonium ylides bearing two aryl groups
Ying Zhou, Xin Yue, Feng Jiang, Jianwei Sun, Wengang Guo
Abstract
Disclosed herein is an efficient organocatalytic formal N-H insertion reaction of arylamines with α-keto sulfoxonium ylides bearing two aryl groups, delivering a broad range of α-tertiary aminoketones with good to excellent yields and enantioselectivities (up to 90% yield and 94% ee). The utilities of this protocol were also demonstrated by facile preparation of enantioenriched 2-amino-1,2-diarylethanol bearing two different aryl groups, a type of important building block lacking efficient access.
Topics & Concepts
ArylYield (engineering)ChemistryCatalysisBearing (navigation)Combinatorial chemistryBlock (permutation group theory)Medicinal chemistryOrganic chemistryMathematicsMaterials scienceAlkylComputer scienceMetallurgyArtificial intelligenceGeometrySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms