TRIBUTYLTIN CHLORIDE-SODIUM CYANOBOROHYDRIDE MEDIATED TANDEM RADICAL CYCLIZATION-REDUCTIVE DEMETHOXYLATION SEQUENCE

Authors
SRIKRISHNA A VISWAJANANI R YELAMAGGAD CV
Citation
A. Srikrishna et al., TRIBUTYLTIN CHLORIDE-SODIUM CYANOBOROHYDRIDE MEDIATED TANDEM RADICAL CYCLIZATION-REDUCTIVE DEMETHOXYLATION SEQUENCE, Tetrahedron, 53(30), 1997, pp. 10479-10488
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
30
Year of publication
1997
Pages
10479 - 10488
Database
ISI
SICI code
0040-4020(1997)53:30<10479:TCCMTR>2.0.ZU;2-N
Abstract
Reaction of the bromoketals 3, 7a-g and 11 with tri-n-butyltin chlorid e and sodium cyanoborohydride in the presence of a catalytic amount of AIBN furnished the ethers 5, 8a-g and 13 via a tandem sequence compri sing of a radical cyclisation reaction and tri-n-butylhalostannane and sodium cyanoborohydride mediated reductive demethoxylation of the res ulting cyclic ketals. (C) 1997 Elsevier Science Ltd.