Asymmetric Synthesis of P-Stereogenic Phosphinic Amides via Pd(0)-Catalyzed Enantioselective Intramolecular C–H Arylation

2015140 citationsJournal Article

Authors

Lantao Liu · Shangqiu Normal University

An‐An Zhang · Shangqiu Normal University

Yanfang Wang · Shanxi Normal University

Fuqiang Zhang · Shangqiu Normal University

Zhenzhen Zuo · Shangqiu Normal University

Wen‐Xian Zhao · Shangqiu Normal University

Cuilan Feng ·

Abstract

The palladium-catalyzed enantioselective intramolecular C-H arylation of N-(2-haloaryl)-P,P-diphenylphosphinic amides furnishes P-stereogenic phosphine oxide derivatives in 61-99% yield with 88-97% ee. The catalyst generated in situ from a TADDOL-derived phosphoramide ligand and Pd(dba)2 is optimum in terms of yield and enantioselectivities.

Topics & Keywords

Asymmetric Hydrogenation and Catalysis Catalytic C–H Functionalization Methods Advanced Synthetic Organic Chemistry

UN Sustainable Development Goals

Clean water and sanitation

Publication Details

Published in: Organic Letters

Volume 17, Issue 9, pp. 2046-2049

DOI: 10.1021/acs.orglett.5b00122

Field-Weighted Citation Impact: 6.44