Pd-Catalyzed regio- and enantioselective allylic substitution with 2-pyridones

Sardaraz Khan; Babar Hussain Shah; Ijaz Khan; Meiqi Li; Yong Jian Zhang

doi:10.1039/c9cc07482a

Pd-Catalyzed regio- and enantioselective allylic substitution with 2-pyridones

Chem Commun (Camb). 2019 Oct 29;55(87):13168-13171. doi: 10.1039/c9cc07482a.

Authors

Sardaraz Khan¹, Babar Hussain Shah¹, Ijaz Khan¹, Meiqi Li¹, Yong Jian Zhang¹

Affiliation

¹ School of Chemistry and Chemical Engineering, and Shanghai Key Laboratory of Electrical Insulation and Thermal Aging, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China. yjian@sjtu.edu.cn.

PMID: 31620731
DOI: 10.1039/c9cc07482a

Abstract

An efficient method for the asymmetric synthesis of N-substituted 2-pyridones via Pd-catalyzed regio- and enantioselective allylic substitution of hydroxyl-containing allylic carbonates with 2-pyridones has been developed. By using a palladium complex in situ generated from Pd2(dba)3·CHCl3 and phosphoramidite L2 as a ligand, the process allowed rapid access to N-substituted 2-pyridones with complete chemo- and regioselectivities and good to high enantioselectivities.