SONOCHEMICAL SYNTHESIS OF NORBORNANE DERIVATIVES USING ALLENE CYCLOPENTADIENE DIELS-ALDER CYCLOADDITION

Authors
RAJ CP DHAS NA CHERKINSKI M GEDANKEN A BRAVERMAN S
Citation
Cp. Raj et al., SONOCHEMICAL SYNTHESIS OF NORBORNANE DERIVATIVES USING ALLENE CYCLOPENTADIENE DIELS-ALDER CYCLOADDITION, Tetrahedron letters, 39(30), 1998, pp. 5413-5416
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
30
Year of publication
1998
Pages
5413 - 5416
Database
ISI
SICI code
0040-4039(1998)39:30<5413:SSONDU>2.0.ZU;2-L
Abstract
The dienophilic reactivity of allenic trichloromethyl sulfoxides under ultrasound irradiation has been investigated. A considerable rate enh ancement has been observed for cycloaddition of the unsubstituted and gamma-monosubstituted allenyl trichloromethyl sulfoxides to cyclopenta diene. With the corresponding gamma,gamma-disubstituted allenic sulfox ides, a competing 1,2- to 1,3-diene isomerization is observed. (C) 199 8 Elsevier Science Ltd. All rights reserved.