A CONVENIENT SYNTHESIS OF 3-FUNCTIONALIZED 5-ALKOXYMETHYL-FURANONE AND 5-PHENOXYMETHYL-2(5H)-FURANONE AND THEIR TRANSFORMATIONS INTO RELATED EPOXY AND METHYLENE LACTONES

Authors
TYVORSKII VI KUKHAREV AS KULINKOVICH OG DEKIMPE N TEHRANI KA
Citation
Vi. Tyvorskii et al., A CONVENIENT SYNTHESIS OF 3-FUNCTIONALIZED 5-ALKOXYMETHYL-FURANONE AND 5-PHENOXYMETHYL-2(5H)-FURANONE AND THEIR TRANSFORMATIONS INTO RELATED EPOXY AND METHYLENE LACTONES, Tetrahedron, 54(9), 1998, pp. 1801-1808
Citations number
37
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
9
Year of publication
1998
Pages
1801 - 1808
Database
ISI
SICI code
0040-4020(1998)54:9<1801:ACSO35>2.0.ZU;2-0
Abstract
A convenient procedure for the preparation of 3-functionalized 5-alkox ymethyl- and 5-phenoxymethyl-2(5H)-furanones is described. The method is based on the condensation of various beta-alkoxy- or beta-phenoxy-a lpha-hydroxy ketones with beta-activated esters in the presence of cat alytic amounts of sodium methoxide. Results are reported showing the p ossible transformations of these 2(5H)-furanones into related epoxy an d alpha-methylene lactones. (C) 1998 Elsevier Science Ltd. All rights reserved.