Silver-Catalyzed Carboxylative Cyclization of Primary Propargyl Alcohols with CO2

Organic Letters
Saumya DabralThomas Schaub

Abstract

By using silver complexes with bulky ligands such as DavePhos or N-heterocyclic carbenes, propargylic alcohols are smoothly converted with CO2 into a unique class of unexplored cyclic alkylidene carbonates. These systems, for the first time, also achieve the direct carboxylative cyclization of primary propargylic alcohols. The silver-DavePhos catalyst is further applied for the bis-carboxylative cyclization of primary propargyl derivatives, thereby providing an effective route to a series of previously inaccessible and industrially relevant α-alkylidene cyclic carbonates.

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Citations

Jul 6, 2019·Chemical Society Reviews·Bruno GrignardChristophe Detrembleur

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