CONVERSION OF BETA-D-C-GLUCOPYRANOSYL PHLOROACETOPHENONE TO A SPIROKETAL COMPOUND

Authors
KUMAZAWA T ASAHI N MATSUBA S SATO S FURUHATA K ONODERA J
Citation
T. Kumazawa et al., CONVERSION OF BETA-D-C-GLUCOPYRANOSYL PHLOROACETOPHENONE TO A SPIROKETAL COMPOUND, Carbohydrate research, 308(1-2), 1998, pp. 213-216
Citations number
11
Categorie Soggetti
Chemistry Applied","Chemistry Inorganic & Nuclear",Biology
Journal title
Carbohydrate research → ACNP
ISSN journal
00086215
Volume
308
Issue
1-2
Year of publication
1998
Pages
213 - 216
Database
ISI
SICI code
0008-6215(1998)308:1-2<213:COBPTA>2.0.ZU;2-W
Abstract
Treatment of beta-D-C-glucopyranosyl phloroacetophenone in water in th e presence of a catalytic amount of p-TsOH afforded a spiroketal produ ct. This is the first demonstration of ring conversion in aryl C-glyco side. The structure of the product was determined by H-1-H-1 COSY, HMQ C, HMBC, NOESY, and single crystal X-ray analysis of the corresponding acetylated compound. (C) 1998 Elsevier Science Ltd. All rights reserv ed.