Annulation Reaction of Vinyl/Propargyl Sulfonium Salts with Carbon Nucleophiles: Stereoselective Synthesis of Functionalized Bicyclo[3.1.0]hexane Scaffolds.

Authors

Vilas M Awchar, Nemichand, Sundarababu Baskaran

Published in

The Journal of organic chemistry. Oct 15, 2026. Epub Oct 15, 2026.

Abstract

Stereoselective cascade annulation reaction of vinyl/propargyl sulfonium salts with C-nucleophiles enables rapid construction of functionalized bicyclo[3.1.0]hexanes, bearing contiguous stereocenters, in good yields. This transformation proceeds via a Michael addition reaction of a C-nucleophile to a vinyl/allenyl sulfonium system, followed by an intramolecular Corey-Chaykovsky-type reaction, and consequently affords structurally complex bicyclic frameworks. This operationally simple strategy provides an efficient entry to synthetically challenging and densely functionalized carbocyclic scaffolds under mild conditions.

PMID:
42873843
Bibliographic data and abstract were imported from PubMed on 15 Oct 2026.

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