4.8 Article

Copper-Catalyzed Regioselective 1,2-Alkylesterification of Dienes to Allylic Esters

Journal

ORGANIC LETTERS
Volume 18, Issue 3, Pages 392-395

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b03399

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Funding

  1. NSFC [21402200]
  2. The 100 Talents Program (The Chinese Academy of Sciences)

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Copper catalyzed 1,2-alkylesterification of 1,3-dienes with diacyl peroxides affords branched allylic esters in excellent regioselectivity, including products with a newly generated fully substituted carbon center. The only byproduct is CO2. The reaction proceeds by a radical mechanism as suggested by spin trap and crossover experiments.

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