Enantiopure polycycles by sequential cycloadditions

Citation
M. Wolter et al., Enantiopure polycycles by sequential cycloadditions, EUR J ORG C, (21), 2001, pp. 4051-4060
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
21
Year of publication
2001
Pages
4051 - 4060
Database
ISI
SICI code
1434-193X(200111):21<4051:EPBSC>2.0.ZU;2-F
Abstract
The enolsilyl ether 2, generated from butynone adduct 3, which is easily av ailable from the enantiomerically pure cyclopentadiene 1, proved to be a ge neral building block for polycyclic anellation products to cyclohexenone. A fter proper adjustment of functional groups in the cycloadducts by means of high pressure Diels-Alder cycloadditions, the thermal retro-process provid ed routes to various enantiopure alicyclic and. heterocyclic target compoun ds in high yields.