Efficient synthesis of alpha,beta-unsaturated gamma-lactones linked to sugars

Authors
Rauter, AP Figueiredo, J Ismael, M Canda, T Font, J Figueredo, M
Citation
Ap. Rauter et al., Efficient synthesis of alpha,beta-unsaturated gamma-lactones linked to sugars, TETRAHEDR-A, 12(8), 2001, pp. 1131-1146
Citations number
38
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
8
Year of publication
2001
Pages
1131 - 1146
Database
ISI
SICI code
0957-4166(20010521)12:8<1131:ESOAGL>2.0.ZU;2-2
Abstract
A series of structurally diverse unsaturated supar-derived lactones has bee n prepared. alpha,beta -Butenolides were introduced to the sugar moiety sta rting from epoxides. while alpha -methylene-gamma -lactones were constructe d from a carbonyl precursor, either an aldehyde. a ketone or a lactone. In the Inst case. an unprecedented Reformatsky-type: reaction has been develop ed. (C) 2001 Published by Elsesvier Science Ltd.