DIELS-ALDER REACTIONS OF PUSH-PULL OLEFINS I - REACTIONS OF DICYANOVINYL ACYLATES WITH CYCLOPENTADIENE, 1,3-CYCLOHEXADIENE, AND ANTHRACENE

Authors
DEES M OTTO HH
Citation
M. Dees et Hh. Otto, DIELS-ALDER REACTIONS OF PUSH-PULL OLEFINS I - REACTIONS OF DICYANOVINYL ACYLATES WITH CYCLOPENTADIENE, 1,3-CYCLOHEXADIENE, AND ANTHRACENE, Monatshefte fuer Chemie, 129(6-7), 1998, pp. 689-696
Citations number
14
Categorie Soggetti
Chemistry
Journal title
Monatshefte fuer Chemie → ACNP
ISSN journal
00269247
Volume
129
Issue
6-7
Year of publication
1998
Pages
689 - 696
Database
ISI
SICI code
0026-9247(1998)129:6-7<689:DROPOI>2.0.ZU;2-2
Abstract
The reaction between 2,2-dicyanoethenyl acylates and cyclopentadiene a ffords 2-acyloxy-3,3-dicyano-5-norbornene derivatives with significant stereoselectivity. Reactions between the less reactive 1,3-cyclohexad iene and anthracene require elevated temperatures and extended reactio n times. Stereoselectivity of the reactions with 1,3-cyclohexadiene is higher than of those with cyclopentadiene.