139014-28-1

Upstream product

• 138481-57-9 (2S,3R,4R)-1-O-Acetyl-2,3,4-tri-O-benzyladonitol 
• 18469-06-2 methyl β-D-allo-pyranoside 
• 100-39-0 benzyl bromide 
• 177913-75-6 (2R,3R,4R)-2,3,4-Tris-benzyloxy-hex-5-enal 
• 195245-30-8 3,4,5-tri-O-benzyl-1,2,6-trideoxy-6-iodo-L-ribo-hex-1-enitol 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 138481-63-7 2,3,4-Tri-O-benzyl-5-O-acetyl-L-ribose 
• 305834-13-3 methyl 2,3,4-tri-O-benzyl-6-deoxy-6-iodo-β-D-allo-pyranoside 
• 305834-12-2 methyl 2,3,4-tri-O-benzyl-β-D-allo-pyranoside 

Downstream Products

• 138925-02-7 (2S,3R,4R)-1-Phthalimido-2,3,4-tris(benzyloxy)-hex-5-ene 
• 138924-93-3 5-N-Phthalyl-2,3,4-tri-O-benzyl-L-ribose 
• 195245-30-8 3,4,5-tri-O-benzyl-1,2,6-trideoxy-6-iodo-L-ribo-hex-1-enitol 

Relevant academic research and scientific papers

The cobalt-catalyzed oxygenative radical route from hexopyranosides to carbapentofuranoses

Cobalt-catalyzed radical cyclization/oxygenation of various 6-iodohex-1-enitols gave in one step the carbocyclic analogs of pentofuranoses. The reaction was run under very mild conditions and gave moderate to good yields of carbapentofuranoses within a few hours. All the possible 6-iodohex-1-enitol stereoisomers were prepared, and the influence of relative configurations and protecting groups was studied.

A new synthesis of carbapentofuranoses from carbohydrates

Carbafuranosides were synthesized in one step from various O-protected 1,2,6-trideoxy-6-iodo-hex-1-enitols by cobalt catalyzed 5-exo radical-cyclization under molecular oxygen. Yields were fair to good with interesting selectivities.

A Route to Several Stereoisomers of Castanospermine

The following three stereoisomers of castanospermine have been prepared: (1R,6R,7R,8S,8aR)-1,6,7,8-tetrahydroxyindolizidine (1), (1R,6S,7S,8S,8aR)-1,6,7,8-tetrahydroxyindolizidine (2), and (1R,6R,7S,8S,8aR)-1,6,7,8-tetrahydroxyindolizidine (3).Each of the