Iron-catalyzed aerobic oxidation of allylic alcohols: the issue of C═C bond isomerization

Jinxian Liu; Shengming Ma

doi:10.1021/ol402434x

Iron-catalyzed aerobic oxidation of allylic alcohols: the issue of C═C bond isomerization

Org Lett. 2013 Oct 18;15(20):5150-3. doi: 10.1021/ol402434x. Epub 2013 Oct 7.

Authors

Jinxian Liu¹, Shengming Ma

Affiliation

¹ Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University , 3663 North Zhongshan Lu, Shanghai 200062, P. R. China , College of Chemistry and Materials Science, Longyan University , Longyan 364000, P. R. China , and State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 354 Fenglin Lu, Shanghai 200032, P. R. China.

PMID: 24099324
DOI: 10.1021/ol402434x

Abstract

An aerobic oxidation of allylic alcohols using Fe(NO3)3·9H2O/TEMPO/NaCl as catalysts under atmospheric pressure of oxygen at room temperature was developed. This eco-friendly and mild protocol provides a convenient pathway to the synthesis of stereodefined α,β-unsaturated enals or enones with the retention of the C-C double-bond configuration.