Palladium-catalyzed cross-coupling of enamides with sterically hindered α-bromocarbonyls

Ran Ding; Zhi-Dao Huang; Zheng-Li Liu; Tian-Xiang Wang; Yun-He Xu; Teck-Peng Loh

doi:10.1039/c5cc10653b

Palladium-catalyzed cross-coupling of enamides with sterically hindered α-bromocarbonyls

Chem Commun (Camb). 2016 Apr 25;52(32):5617-20. doi: 10.1039/c5cc10653b.

Authors

Ran Ding¹, Zhi-Dao Huang¹, Zheng-Li Liu¹, Tian-Xiang Wang¹, Yun-He Xu¹, Teck-Peng Loh²

Affiliations

¹ Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China. xyh0709@ustc.edu.cn.
² Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China. xyh0709@ustc.edu.cn and Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371. teckpeng@ntu.edu.sg.

PMID: 27029562
DOI: 10.1039/c5cc10653b

Abstract

Palladium-catalyzed intermolecular alkylation of enamides with α-bromo carbonyls was developed. Under mild reaction conditions, various cyclic and acyclic enamides reacted well with α-bromo carbonyls to afford the corresponding multi-substituted alkene products in good yields. The coupling products could be converted into very useful γ-amino acid, δ-amino alcohol, 1,4-dicarbonyl and γ-lactam derivatives.

Publication types

Research Support, Non-U.S. Gov't