Organic Chemistry Portal

Abstracts

Search:

Photoinduced, Copper-Promoted Regio- and Stereoselective Decarboxylative Alkylation of α,β-Unsaturated Acids with Alkyl Iodides

Chao Wang, Yingjie Lei, Mengzhun Guo, Qinyu Shang, Hong Liu, Zhaoqing Xu* and Rui Wang*

*The Institute of Pharmacology, School of Basic Medical Science, Lanzhou University, 199 West Donggang Road, Lanzhou 730000, China, Email: zqxulzu.edu.cn, wangruilzu.edu.cn

C. Wang, Y. Lei, M. Guo, Q. Shang, H. Liu, Z. Xu, R. Wang, Org. Lett., 2017, 19, 6412-6415.

DOI: 10.1021/acs.orglett.7b03289



see article for more reactions

Abstract

An UV light-induced, copper-catalyzed decarboxylative coupling of α,β-unsaturated acids with 1°, 2°, and 3° alkyl iodides provides alkenes in good yields and high stereoselectivities.


see article for more examples

proposed mechanism



Key Words

alkylation


ID: J54-Y2017