Silver(I)-catalyzed cascade: direct access to furans from alkynyloxiranes

Aurélien Blanc; Katharina Tenbrink; Jean-Marc Weibel; Patrick Pale

doi:10.1021/jo900483m

Silver(I)-catalyzed cascade: direct access to furans from alkynyloxiranes

J Org Chem. 2009 Jun 5;74(11):4360-3. doi: 10.1021/jo900483m.

Authors

Aurélien Blanc¹, Katharina Tenbrink, Jean-Marc Weibel, Patrick Pale

Affiliation

¹ Laboratoire de Synthèse et Réactivité Organiques, associé au CNRS, Université de Strasbourg, Institut de Chimie, 4 rue Blaise Pascal, 67000 Strasbourg, France.

PMID: 19400569
DOI: 10.1021/jo900483m

Abstract

Functionalized furans are conveniently formed by a new silver(I)-catalyzed reaction of alk-1-ynyl oxiranes in the presence of p-toluenesulfonic acid and methanol. Evidence supported a cascade mechanism.

Publication types

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

MeSH terms

Alkynes / chemistry
Catalysis
Ethylene Oxide / chemistry*
Furans / chemical synthesis*
Silver

Substances

Alkynes
Furans
Silver
Ethylene Oxide