Palladium-catalyzed oxidative rearrangement of tertiary allylic alcohols to enones with oxygen in aqueous solvent

Jingjie Li; Ceheng Tan; Jianxian Gong; Zhen Yang

doi:10.1021/ol502578h

Palladium-catalyzed oxidative rearrangement of tertiary allylic alcohols to enones with oxygen in aqueous solvent

Org Lett. 2014 Oct 17;16(20):5370-3. doi: 10.1021/ol502578h. Epub 2014 Oct 3.

Authors

Jingjie Li¹, Ceheng Tan, Jianxian Gong, Zhen Yang

Affiliation

¹ Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School , Shenzhen 518055, China.

PMID: 25280006
DOI: 10.1021/ol502578h

Abstract

A one-pot procedure for Pd(TFA)2-catalyzed 1,3-isomerization of tertiary allylic alcohols to secondary allylic alcohols followed by a Pd(TFA)2/neocuproine-catalyzed oxidative reaction to β-disubstituted-α,β-unsaturated kenones was developed.

Publication types

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