CLAISEN REARRANGEMENT OF GAMMA-HYDROXYVINYL SULFONES VIA KETENE ACETAL DERIVATIVES - A NEW ENTRY TO FUNCTIONALIZED (2E,4E)-ALKADIENOIC ESTERS

Authors
GIOVANNINI R MARCANTONI E PETRINI M
Citation
R. Giovannini et al., CLAISEN REARRANGEMENT OF GAMMA-HYDROXYVINYL SULFONES VIA KETENE ACETAL DERIVATIVES - A NEW ENTRY TO FUNCTIONALIZED (2E,4E)-ALKADIENOIC ESTERS, Tetrahedron letters, 39(32), 1998, pp. 5827-5830
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
32
Year of publication
1998
Pages
5827 - 5830
Database
ISI
SICI code
0040-4039(1998)39:32<5827:CROGSV>2.0.ZU;2-Q
Abstract
In situ prepared ketene acetals of gamma-hydroxyvinyl sulfones undergo a Claisen rearrangement affording 3-phenylsulfonyl esters.These compo unds are converted to (2E, 4E)-dienoic eaters by a base-assisted elimi nation of benzenesulfinic acid. (C) 1998 Elsevier Science Ltd. All rig hts reserved.