Synthesis of 2-alkylidenetetrahydrofurans by Ru-catalyzed regio- and stereoselective codimerization of dihydrofurans with alpha,beta-unsaturated esters

Hiroshi Tsujita; Yasuyuki Ura; Kenji Wada; Teruyuki Kondo; Take-Aki Mitsudo

doi:10.1039/b509578f

Synthesis of 2-alkylidenetetrahydrofurans by Ru-catalyzed regio- and stereoselective codimerization of dihydrofurans with alpha,beta-unsaturated esters

Chem Commun (Camb). 2005 Oct 28:(40):5100-2. doi: 10.1039/b509578f. Epub 2005 Sep 9.

Authors

Hiroshi Tsujita¹, Yasuyuki Ura, Kenji Wada, Teruyuki Kondo, Take-Aki Mitsudo

Affiliation

¹ Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, 615-8510, Japan.

PMID: 16220184
DOI: 10.1039/b509578f

Abstract

2-(1-Alkoxycarbonyl)alkylidenetetrahydrofurans were readily synthesized by the codimerization of 2,3- or 2,5-dihydrofurans with alpha,beta-unsaturated esters using a zerovalent Ru catalyst, Ru(cod)(cot), with high regio- and stereoselectivity.

Publication types

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

MeSH terms

Alkylation
Catalysis
Dimerization
Esters / chemistry*
Furans / chemical synthesis
Furans / chemistry*
Hydrogen / chemistry*
Molecular Structure
Ruthenium / chemistry*
Stereoisomerism

Substances

Esters
Furans
Ruthenium
Hydrogen