Asymmetric synthesis of planar chiral ferrocenes by enantioselective intramolecular C-H arylation of N-(2-haloaryl)ferrocenecarboxamides

Lantao Liu; An-An Zhang; Rui-Juan Zhao; Feng Li; Tuan-Jie Meng; Naoki Ishida; Masahiro Murakami; Wen-Xian Zhao

doi:10.1021/ol502520b

Asymmetric synthesis of planar chiral ferrocenes by enantioselective intramolecular C-H arylation of N-(2-haloaryl)ferrocenecarboxamides

Org Lett. 2014 Oct 17;16(20):5336-8. doi: 10.1021/ol502520b. Epub 2014 Sep 29.

Authors

Lantao Liu¹, An-An Zhang, Rui-Juan Zhao, Feng Li, Tuan-Jie Meng, Naoki Ishida, Masahiro Murakami, Wen-Xian Zhao

Affiliation

¹ College of Chemistry and Chemical Engineering, Shangqiu Normal University , 298 Wenhua Road, Shangqiu, Henan 476000, China.

PMID: 25264929
DOI: 10.1021/ol502520b

Abstract

The palladium-catalyzed intramolecular C-H arylation reaction of N-(2-bromoaryl)ferrocenecarboxamides furnishes planar chiral ferrocene derivatives. TADDOL-derived phosphoramide ligands induce enantioselectivities ranging from 91:9 to 98:2 er.

Publication types

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