208102-16-3

Upstream product

• 124-19-6 nonan-1-al 
• 181506-87-6 2-[(2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-sulfonyl]-pyridine 
• 168985-18-0 3,4,6-tri-O-benzyl-α-D-mannopyranosyl 2-pyridyl sulfone 
• 69739-34-0 t-butyldimethylsiyl triflate 

Relevant academic research and scientific papers

A general approach to 1,2-trans-C-glycosides via glycosyl samarium(III) compounds

The samarium diiodide reduction of glycosyl pyridyl sulfones with ketones or aldehydes under Barbier conditions leads to the instantaneous and stereospecific formation of 1,2trans-C-glycosides in good to acceptable yields. Mannosyl pyridyl sulfones 5ac,h

Further studies in α-C-mannosylation promoted by samarium diiodide

Mannosyl pyridylsulfones with varying C2-OH protecting groups were reacted with cyclohexanone in the presence of SmI2. With SiMe2tBu and Bn, high yields of an α-C-mannoside were obtained, In the former case no β-elimination was observed. The relative configuration of the major diastereomer obtained upon coupling with aldehydes was determined.