Isomerization of 3-pentyl-5-methyl-gamma-sultine with iodine

Citation
S. Yolka et al., Isomerization of 3-pentyl-5-methyl-gamma-sultine with iodine, TETRAHEDR L, 40(16), 1999, pp. 3159-3160
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
16
Year of publication
1999
Pages
3159 - 3160
Database
ISI
SICI code
0040-4039(19990416)40:16<3159:IO3WI>2.0.ZU;2-S
Abstract
Isomerization of 3-pentyl-5-methyl-1,2-oxathiolane-2-oxide in the presence of iodine is described. A mechanistic pathway which involves a ring-opening reaction by cleavage of the C-O bond with or without epimerization at the sulfur atom is proposed, consistent with the stereochemical investigations. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.