INTRAMOLECULAR ADDITION OF VINYL AND ARYL RADICALS TO OXIME ETHERS INTHE SYNTHESIS OF 5-MEMBERED, 6-MEMBERED AND 7-MEMBERED RING-SYSTEMS

Citation
Se. Booth et al., INTRAMOLECULAR ADDITION OF VINYL AND ARYL RADICALS TO OXIME ETHERS INTHE SYNTHESIS OF 5-MEMBERED, 6-MEMBERED AND 7-MEMBERED RING-SYSTEMS, Journal of the Chemical Society. Perkin transactions. I, (23), 1994, pp. 3499-3508
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
23
Year of publication
1994
Pages
3499 - 3508
Database
ISI
SICI code
0300-922X(1994):23<3499:IAOVAA>2.0.ZU;2-5
Abstract
The oxime ethers 2a-e have been cyclised with Bu(3)SnH to the alkoxyam ino-3-methylidene-chromanes 3a-e. Seven-membered ring formation was ob served when the oxime ethers 7a, b were converted into the dibenzo [b, e] oxepines 8a, b under similar conditions. 1-Methoxyaminoindanes 12a, b were produced from the cyclisation of the substrates 11a, b and the cis-fused cyclic products 15a, b and 18 were obtained from compounds 14a, b and 17, respectively.