4.8 Article

Palladium-Catalyzed Carboxylation of Activated Vinylcyclopropanes with CO2

Journal

ORGANIC LETTERS
Volume 18, Issue 11, Pages 2754-2757

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01231

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Funding

  1. JSPS [26293001, 26410108]
  2. ACT-C, JST
  3. Grants-in-Aid for Scientific Research [16J03988, 26410108, 26293001] Funding Source: KAKEN

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By using a palladium catalyst with ZnEt2, activated viriylcyclopropanes were successfully converted into the corresponding beta,gamma-unsaturated carboxylic acid's in high yields under a CO2 atmosphere (1 atm). The intermediate in this reaction is thought to be a nucleophilic eta-allylethylpalladium species, which would be produced from pi-allylpalladium and ZnEt2 (umpolung reactivity).

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