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

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...

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Veröffentlicht in:Organic letters 2016-02, Vol.18 (3), p.392-395
Hauptverfasser: Li, Yougui, Han, Yulong, Xiong, Haigen, Zhu, Nengbo, Qian, Bo, Ye, Changqing, Kantchev, Eric Assen B, Bao, Hongli
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b03399