Cascade Rearrangements of Polyunsaturated Sugars: A Novel Approach to the Synthesis of Oligosaccharide Mimetics

Cascade Rearrangements of Polyunsaturated Sugars: A Novel Approach to the Synthesis of Oligosaccharide Mimetics

The readily available tri‐unsaturated trisaccharide 4 undergoes a stereoselective cascade of reductive rearrangements with TIBAL (triisobutylaluminium) to afford, after oxidative workup, the (1→4) ether‐linked trisaccharide mimetics 3 and 10.

Saved in:
Bibliographic Details
Published in:European journal of organic chemistry Vol. 2000; no. 12; pp. 2203 - 2206
Main Authors: Pearce, Alan J., Chevalier, Reynald, Mallet, Jean-Maurice, Sinaÿ, Pierre
Format: Journal Article
Language:English
Published: Weinheim WILEY-VCH Verlag GmbH 01-06-2000
WILEY‐VCH Verlag GmbH
Subjects:
Aluminium
Carbocycles
Carbohydrates
Lewis acids
Rearrangements
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The readily available tri‐unsaturated trisaccharide 4 undergoes a stereoselective cascade of reductive rearrangements with TIBAL (triisobutylaluminium) to afford, after oxidative workup, the (1→4) ether‐linked trisaccharide mimetics 3 and 10.
Bibliography:ark:/67375/WNG-3HW3VH5G-R
istex:B3064DA8DE15DA43B76FE4F4DAD4C847D9D203F5
ArticleID:EJOC2203
ISSN:1434-193X
1099-0690
DOI:10.1002/1099-0690(200006)2000:12<2203::AID-EJOC2203>3.0.CO;2-#