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- Title
Influence of Lewis Acids on the [4 + 2] Cycloaddition of N, N′-Fumaroylbis[(2 R)-bornane-10,2-sultam] to Cyclopentadiene and application to various dienes.
- Authors
Bauer, Tomasz; Chapuis, Christian; Kucharska, Anna; Rzepecki, Piotr; Jurczak, Janusz
- Abstract
Among seventeen different Lewis acids, TiCl4 was found to be the best catalyst for the [4 + 2] cycloaddition of cyclopentadiene to N, N′-fumaroylbis[(2 R)-bornane-10,2-sultam] ((−)- 1). Independently of the TiCl4 molar concentration, almost constant and complete (98-89% d.e.) diastereofacial π-selection was achieved in the Diels- Alder addition of (−)- 1 to cyclopentadiene, cyclohexadiene, isoprene, and 2,3-dimethylbuta-1,3-diene.
- Publication
Helvetica Chimica Acta, 1998, Vol 81, Issue 2, p324
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19980810213