Singlet-oxygen-mediated one-pot synthesis of 3-keto-tetrahydrofurans from 2-(beta-hydroxyalkyl) furans

Maria Tofi; Konstantina Koltsida; Georgios Vassilikogiannakis

doi:10.1021/ol8024742

Singlet-oxygen-mediated one-pot synthesis of 3-keto-tetrahydrofurans from 2-(beta-hydroxyalkyl) furans

Org Lett. 2009 Jan 15;11(2):313-6. doi: 10.1021/ol8024742.

Authors

Maria Tofi¹, Konstantina Koltsida, Georgios Vassilikogiannakis

Affiliation

¹ Department of Chemistry, University of Crete, Vasilika Vouton, 71003 Iraklion, Crete, Greece.

PMID: 19072227
DOI: 10.1021/ol8024742

Abstract

Photooxygenation of 2-(beta-hydroxyalkyl) furans affords, in one synthetic operation and in high yields, 3-keto-tetrhydrofuran motifs via intramolecular Michael-type addition to the 1,4-enedione intermediate.

Publication types

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

MeSH terms

Furans / chemical synthesis*
Furans / chemistry
Reproducibility of Results
Singlet Oxygen / chemistry*

Substances

Furans
Singlet Oxygen