Novel cyclic sugar imines: carbohydrate mimics and easily elaborated scaffolds for aza-sugars.
[reaction: see text] 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.
Davis
Benjamin G
BG
Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford OX1 3QY, UK. ben.davis@chem.ox.ac.uk
Maughan
Michael A T
MA
Chapman
Timothy M
TM
Villard
Renaud
R
Courtney
Steve
S
D001372:Aza Compounds / Q000138:chemical synthesis*; D002241:Carbohydrates / Q000138:chemical synthesis*; D003500:Cyclization; D007097:Imines / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D018716:Molecular Mimicry
D001372:Aza Compounds; D002241:Carbohydrates; D007097:Imines