842172-33-2

Upstream product

• 701-99-5 Phenoxyacetyl chloride 
• 842172-32-1 Allyl-[1-((3aR,5R,6S,6aS)-6-iodo-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-amine 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 14260-27-6 3-deoxy-3-iodo-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 74580-71-5 (R)-1-((3aR,5R,6S,6aS)-6-Iodo-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethane-1,2-diol 
• 842172-31-0 (3aR,5R,6S,6aS)-6-Iodo-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 2595-05-3 Diacetone D-glucose 
• 492-62-6 alpha-D-glucopyranose 

Relevant academic research and scientific papers

Synthesis of polycyclic β-lactams from D-glucose derived chiral template via substrate-controlled radical cyclization

A highly stereoselective and substrate-controlled synthesis of polycyclic β-lactams from D-glucose derived chiral template via intramolecular radical cyclization is described. The cyclization is highly substrate dependant, proceeding via 6-exo and 7-endo heptenyl type radical cyclization with the radical acceptor allyl group at N-1 and the radical progenitor on a sugar moiety, anchored to the β-lactam ring at C-4. The mode of radical cyclization in N-propargyl substrates is highly stereospecific and controlled by the stereochemistry of the β-lactam ring.