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

Author:
Li, Yougui, Han, Yulong, Xiong, Haigen, Zhu, Nengbo, Qian, Bo, Ye, Changqing, Kantchev, Eric Assen B., Bao, Hongli
Source:
Organic letters 2016 v.18 no.3 pp. 392-395
ISSN:
1523-7052
Subject:
byproducts, carbon, carbon dioxide, chemical reactions, chemical structure, esters, peroxides, regioselectivity
Abstract:
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.
Agid:
5792269