DIELS-ALDER REACTION OF FULVENES WITH N-(3,5-DICHLOROPHENYL)-MALEIMIDE

Authors
ONDRUS V FISERA L POLBORN K ERTL P PRONAYOVA N
Citation
V. Ondrus et al., DIELS-ALDER REACTION OF FULVENES WITH N-(3,5-DICHLOROPHENYL)-MALEIMIDE, Monatshefte fuer Chemie, 126(8-9), 1995, pp. 961-969
Citations number
14
Categorie Soggetti
Chemistry
Journal title
Monatshefte fuer Chemie → ACNP
ISSN journal
00269247
Volume
126
Issue
8-9
Year of publication
1995
Pages
961 - 969
Database
ISI
SICI code
0026-9247(1995)126:8-9<961:DROFWN>2.0.ZU;2-M
Abstract
N-(3,5-Dichlorophenyl)-maleimide reacts smoothly with a variety of sub stituted fulvenes (1) to give only endo adducts (3) independent of the nature of fulvene substituent, Lewis acid catalyst, and reaction solv ent and temperature. The structure of the Diets-Alder adduct 3f was de termined by X-ray crystallography. Semi-empirical quantum methods (AM1 ) were used to rationalize the endo stereoselectivity.