INFLUENCE OF LEWIS-ACIDS ON THE [4-CYCLOADDITION OF N,N'-FUMAROYLBIS[(2R)-BORNANE-10,2-SULTAM] TO CYCLOPENTADIENE AND APPLICATION TO VARIOUS DIENES(2])

Authors
BAUER T CHAPUIS C KUCHARSKA A RZEPECKI P JURCZAK J
Citation
T. Bauer et al., INFLUENCE OF LEWIS-ACIDS ON THE [4-CYCLOADDITION OF N,N'-FUMAROYLBIS[(2R)-BORNANE-10,2-SULTAM] TO CYCLOPENTADIENE AND APPLICATION TO VARIOUS DIENES(2]), Helvetica Chimica Acta, 81(2), 1998, pp. 324-329
Citations number
31
Categorie Soggetti
Chemistry
Journal title
Helvetica Chimica Acta → ACNP
ISSN journal
0018019X
Volume
81
Issue
2
Year of publication
1998
Pages
324 - 329
Database
ISI
SICI code
0018-019X(1998)81:2<324:IOLOT[>2.0.ZU;2-#
Abstract
Among seventeen different Lewis acids, TiCl4 was found to be the best catalyst for the [4 + 2] cycloaddition of cyclopentadiene to N,N'-fuma roylbis[(2R)-bornane-10,2-sultam] ((-).1). Independently of the TiCl4 molar concentration, almost constant and complete (98-89 % d.e.) diast ereofacial pi-selection was achieved in the Diels-Alder addition of (- ).1 to cyclopentadiene, cyclohexadiene, isoprene, and 2,3-dimethylbuta -1,3-diene.