Author:
Browder Cindy C,Marmsäter Fredrik P,West F G
Abstract
1,4-Dien-3-ones substituted with pendant arylethyl side chains attached at C-1 were readily prepared from substituted dihydrocinnamaldehydes. Treatment with TiCl4 at low temperature effected domino Nazarov electrocyclization arene trapping within 5 min to give racemic benzohydrindenones in near-quantitative yield and with complete diastereoselectivity.Key words: domino process, electrophilic aromatic substitution, Lewis acid, Nazarov cyclization.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
29 articles.
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