REGIOCONTROLLED AND STEREOCONTROLLED DIELS-ALDER CYCLOADDITIONS OF 2-PYRONES AND UNACTIVATED, UNBRANCHED 1-ALKENES

Authors
POSNER GH HUTCHINGS RH WOODARD BT
Citation
Gh. Posner et al., REGIOCONTROLLED AND STEREOCONTROLLED DIELS-ALDER CYCLOADDITIONS OF 2-PYRONES AND UNACTIVATED, UNBRANCHED 1-ALKENES, Synlett, (5), 1997, pp. 432
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
5
Year of publication
1997
Database
ISI
SICI code
0936-5214(1997):5<432:RASDCO>2.0.ZU;2-3
Abstract
The combination of 10-12 kbar pressure plus a catalytic amount of eith er zinc dibromide or zinc dichloride promotes Diels-Alder cycloadditio ns of 3-bromo-2-pyrone and of commercial 3-methoxycarbonyl-2-pyrone wi th several unactivated terminal alkenes, leading regioselectively, ste reoselectively and directly to versatile bicyclic lactones.