PREPARATION OF A METHYL IDEOXY-3-C-NITRO-ALPHA-D-THREO-HEX-3-ENOPYRANOSIDE BEARING A PEROXY FUNCTION AT C-2 AND ITS REACTIONS WITH SOME NUCLEOPHILES

Authors
SETA A TOKUDA K SAKAKIBARA T
Citation
A. Seta et al., PREPARATION OF A METHYL IDEOXY-3-C-NITRO-ALPHA-D-THREO-HEX-3-ENOPYRANOSIDE BEARING A PEROXY FUNCTION AT C-2 AND ITS REACTIONS WITH SOME NUCLEOPHILES, Carbohydrate research, 268(1), 1995, pp. 107-114
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Carbohydrate research → ACNP
ISSN journal
00086215
Volume
268
Issue
1
Year of publication
1995
Pages
107 - 114
Database
ISI
SICI code
0008-6215(1995)268:1<107:POAMI>2.0.ZU;2-K
Abstract
Treatment of 4,6-diacetate 3 with tert-butyl hydroperoxide gave the S( N)2' product 6 in high yield, the formation of which presumeably invol ves an intermediary nitronate. The thus prepared 6 reacted with nucleo philes to afford 2,3-anhydro derivatives having the talo configuration .