Litcius/Paper detail

Enantioselective S−H Insertion Reactions of α‐Carbonyl Sulfoxonium Ylides

Patrícia B. Momo, Alexandria N. Leveille, Elliot H. E. Farrar, Matthew N. Grayson, Anita E. Mattson, Antonio C. B. Burtoloso

2020Angewandte Chemie International Edition78 citationsDOIOpen Access PDF

Abstract

The first example of enantioselective S-H insertion reactions of sulfoxonium ylides is reported. Under the influence of thiourea catalysis, excellent levels of enantiocontrol (up to 95 % ee) and yields (up to 97 %) are achieved for 31 examples in S-H insertion reactions of aryl thiols and α-carbonyl sulfoxonium ylides.

Topics & Concepts

Enantioselective synthesisThioureaArylChemistryCatalysisInsertion reactionCombinatorial chemistryMedicinal chemistryOrganic chemistryAlkylCyclopropane Reaction MechanismsSynthesis and Catalytic ReactionsCatalytic C–H Functionalization Methods