文献类型：期刊文献

英文题名：Allyl-Palladium-Catalyzed α,β-Dehydrogenation of Carboxylic Acids via Enediolates

作者：Zhao, Yizhou[1];Chen, Yifeng[1,2];Newhouse, Timothy R.[1]

机构：[1]Yale Univ, Dept Chem, 225 Prospect St,POB 208107, New Haven, CT 06511 USA;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, 130 Mei Long Rd, Shanghai 200237, Peoples R China

年份：2017

卷号：56

期号：42

起止页码：13122

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20173704145232);WOS:【SCI-EXPANDED(收录号:WOS:000412189700060)，CCR-EXPANDED(收录号:WOS:000412189700060)】；

基金：This work was supported by Yale University, Nalas Engineering, the Sloan Foundation, and the National Science Foundation (CAREER, 1653793). We are additionally grateful for the support of a Rudolph J. Anderson postdoctoral fellowship (Y.C.).

语种：英文

外文关键词：carbanions; carboxylic acids; dehydrogenation; palladium; synthetic methods

摘要：A highly practical and step-economic alpha,beta-dehydrogenation of carboxylic acids via enediolates is reported through the use of allyl-palladium catalysis. Dianions underwent smooth dehydrogenation when generated using Zn(TMP)(2)center dot 2LiCl as a base in the presence of excess ZnCl2, thus avoiding the typical decarboxylation pathway of these substrates. Direct access to 2-enoic acids allows derivatization by numerous approaches.