Brønsted acid catalysis of intramolecular Diels-Alder cyclizations of (E)-1-nitro-1,6,8-nonatrienes and (E)-1-nitro-1,7,9-decatrienes was investigated. Catalyzed reactions showed significantly higher endo selectivities than the corresponding thermal reactions. To our knowledge, this is the first example of catalysis (substoichiometric amount of catalysts) of the intramolecular nitroalkene Diels-Alder reaction.
- Brønsted acid catalysis
- intramolecular Diels-Alder cyclizations
ASJC Scopus subject areas
- Organic Chemistry