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- Title
The Aza Diels-Alder Reaction on Brominated Conjugated Dienes.
- Authors
Uceda, Rafael G.; Roldan-Molina, Esther; Navarro, Jorge A. R.; Oltra, J. Enrique
- Abstract
The use of electron-deficient dienes as substrates in the aza Diels-Alder reaction (ADA) has been studied scarcely. However, the ADA process offers a wide range of applications in organic synthesis. In this communication, the reaction between different brominated conjugated dienes and 4-phenyl-1,2,4-triazoline- 3,5-dione (PTAD), one of the most vigorous dienophiles, is reported. We have synthesized tricyclic compounds from acyclic substrates in only two steps, considering variables such as ring size and steric hindrance and substantially improved the results obtained with other dienophiles.
- Subjects
DIOLEFINS; STERIC hindrance; ORGANIC synthesis; DIELS-Alder reaction; DIENOPHILES
- Publication
European Journal of Organic Chemistry, 2021, Vol 2021, Issue 13, p2003
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202100170