129823-33-2

Upstream product

• 63535-44-4 2,3-O-Isopropylidene-5-O-trityl-D-ribose oxime 
• 532-20-7 D-Ribose 
• 125279-59-6 N-hydroxy-2,3-O-isopropylidene-5-O-trityl-D-ribonimido-1,4-lactone 
• 78-94-4 methyl vinyl ketone 
• 83258-79-1 N-Hydroxy-2,3-O-isopropylidene-5-O-trityl-D-ribonimido-1,4-lactone 
• 76-83-5 trityl chloride 

Relevant academic research and scientific papers

Additional Reactions of Sugar Oximes, Nitrile Oxides and Hydroximolactones

Reaction of sugar oximes with dimethyl acetylenedicarboxylate gave chiral isoxazolines bearing a sugar moiety.Sugar nitrile oxides reacted with 1,3-dipolarophiles to afford the corresponding isoxazoles bearing a sugar moiety.Sugar hydroximolactones underwent a tandem Michael addition-1,3-dipolar cycloaddition by reaction with Michael acceptors to give the corresponding spiro sugar isoxazolidines.An X-ray crystallographic structure determination of (3S,5R,7R,8R,9R)-3-acetyl-8,9-isopropylidenedioxy-1-(3-oxobutyl)-7-trityloxymethyl-2,6-dioxa-1-azaspirononane has been performed.

Synthesis of Spiro Sugar Isoxazolidines via Tandem Michael Addition-1,3-dipolar Cycloaddition

A ribonimido-1,4-lactone reacts with electron-deficient alkenes to give the corresponding spiro furactofuranosyl isoxazolidines regio- and stereoselectively via tandem Michael addition-1,3-dipolar cycloaddition.The spiro sugar isoxazolidines formed are co