4.8 Article

Silver-Catalyzed Carboxylative Cyclization of Primary Propargyl Alcohols with CO2

Journal

ORGANIC LETTERS
Volume 21, Issue 5, Pages 1422-1425

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00156

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Funding

  1. Heidelberg University
  2. BASF SE

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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 alpha-alkylidene cyclic carbonates.

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