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铜催化二烯的区域选择性1,2-烷基酯化反应合成烯丙基酯

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

作者信息

Li Yougui, Han Yulong, Xiong Haigen, Zhu Nengbo, Qian Bo, Ye Changqing, Kantchev Eric Assen B, Bao Hongli

机构信息

School of Chemistry and Chemical Engineering, Hefei University of Technology , 193 Tunxi Road, Hefei, 230009, China.

Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences , 155 Yangqiao Road West, Fuzhou, 350002, P. R. China.

出版信息

Org Lett. 2016 Feb 5;18(3):392-5. doi: 10.1021/acs.orglett.5b03399. Epub 2016 Jan 20.

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.

摘要

铜催化1,3 - 二烯与二酰基过氧化物的1,2 - 烷基酯化反应能以优异的区域选择性得到支链烯丙基酯,包括具有新生成的全取代碳中心的产物。唯一的副产物是二氧化碳。自旋捕获和交叉实验表明该反应通过自由基机理进行。

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