An unexpected sequel of an alcohol oxidation study: Stereoselective cyclisation of an unsaturated keto-sulfide

Citation
T. Zoller et al., An unexpected sequel of an alcohol oxidation study: Stereoselective cyclisation of an unsaturated keto-sulfide, TETRAHEDR L, 40(34), 1999, pp. 6253-6256
Citations number
7
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
34
Year of publication
1999
Pages
6253 - 6256
Database
ISI
SICI code
0040-4039(19990820)40:34<6253:AUSOAA>2.0.ZU;2-4
Abstract
Whereas the ketones 1 were obtained in high yield by reacting the allylic a lcools 2 with the IBX reagent, treatment of the phenylthio-substituted alco hol 2d with BaMnO4 afforded, besides the expected ketone 1d, the keto-aldeh yde 3, presumably formed from 1d by a free-radical chain process. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.