Synthesis of aliphatic ketones from allylic alcohols through consecutive isomerization and chelation-assisted hydroacylation by a rhodium catalyst

Dae-Yon Lee; Choong Woon Moon; Chul-Ho Jun

doi:10.1021/jo025541g

Synthesis of aliphatic ketones from allylic alcohols through consecutive isomerization and chelation-assisted hydroacylation by a rhodium catalyst

J Org Chem. 2002 May 31;67(11):3945-8. doi: 10.1021/jo025541g.

Authors

Dae-Yon Lee¹, Choong Woon Moon, Chul-Ho Jun

Affiliation

¹ Department of Chemistry, Yonsei University, Seoul 120-749, South Korea.

PMID: 12027722
DOI: 10.1021/jo025541g

Abstract

An allylic alcohol, utilized as a precursor for an aliphatic aldehyde, reacted with olefins to afford aliphatic ketones in the presence of RhCl(PPh(3))(3), 2-amino-4-picoline, aniline, and benzoic acid through a tandem reaction of an isomerization and a chelation-assisted hydroacylation.