[4+3] Cycloadducts from Lewis Acid Mediated Reactions of Acroleins with Cyclopentadiene
โ Scribed by Barbara Niess; H. Martin R. Hoffmann
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 920 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0044-8249
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๐ SIMILAR VOLUMES
## Abstract A novel Lewis acidโcatalyzed [3+4]โannulation of 2โ(heteroaryl)cyclopropaneโ1,1โdicarboxylates with cyclopentadiene is reported. This reaction proceeds __via__ an electrophilic attack of the Lewis acidโactivated donorโacceptor cyclopropane onto cyclopentadiene followed by FriedelโCrafts
A crude, crystalline mixture 20a/20b (m.p. 102-103") was treated in analogous manner as that obtained from the reaction of cyclopentadiene with dienophile 2. 1,4-Di-O-tosyl-2,3-0-isopropylidene-~-threitol in y-pipecoline was refluxed for 3 h, and then the resulting product was hydrolyred to afford 1