Novel Cyclic Sugar Imines:  Carbohydrate Mimics and Easily Elaborated Scaffolds for Aza-Sugars

Representative simple or polyhydroxylated, pyrrolidine (e.g, DRAM) or piperidine (e.g., DNJ) imines not only are potential carbohydrate-processing enzyme inhibitors that may be formed as regioisomeric variants but also are scaffolds that may be rapidly elaborated to diversely functionalized aza-suga...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2002-01, Vol.4 (1), p.103-106
Main Authors: Davis, Benjamin G, Maughan, Michael A. T, Chapman, Timothy M, Villard, Renaud, Courtney, Steve
Format: Article
Language:English
Subjects:
Aza Compounds - chemical synthesis
Carbohydrates - chemical synthesis
Cyclization
Imines - chemical synthesis
Magnetic Resonance Spectroscopy
Molecular Mimicry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Representative simple or polyhydroxylated, pyrrolidine (e.g, DRAM) or piperidine (e.g., DNJ) imines not only are potential carbohydrate-processing enzyme inhibitors that may be formed as regioisomeric variants but also are scaffolds that may be rapidly elaborated to diversely functionalized aza-sugars through highly diastereoselective organometallic additions.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol016970o