TITANIUM(IV) PROMOTED REARRANGEMENT OF 6-DEOXY-HEX-5-ENOPYRANOSIDES INTO CYCLOHEXANONES

Authors
SOLLOGOUB M MALLET JM SINAY P
Citation
M. Sollogoub et al., TITANIUM(IV) PROMOTED REARRANGEMENT OF 6-DEOXY-HEX-5-ENOPYRANOSIDES INTO CYCLOHEXANONES, Tetrahedron letters, 39(21), 1998, pp. 3471-3472
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
21
Year of publication
1998
Pages
3471 - 3472
Database
ISI
SICI code
0040-4039(1998)39:21<3471:TPRO6I>2.0.ZU;2-H
Abstract
The Lewis acid Ti((OPr)-Pr-i)Cl-3 was found to mediate under very mild conditions (-78 degrees C) the high-yielding (82-98%) rearrangement o f benzylated 6-deoxy-hex-5-enopyranosides of the alpha-D-gluco, galact o and manno series into substituted cyclohexanones. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.