728033-61-2

Upstream product

• 492-62-6 alpha-D-glucopyranose 
• 6027-62-9 3-deoxy-3-iodo-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 
• 194091-70-8 (3aR,5R,6R,6aS)-6-Iodo-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 114192-72-2 3-deoxy-3-iodo-1,2-O-isopropylidene-α-D-allofuranose 
• 103723-91-7 cinnamyl chloroformate 
• 151231-67-3 (N-cinnamylimino)triphenylphosphorane 
• 57294-86-7 (E)-cinnamyl azide 
• 19810-31-2 Benzyloxyacetyl chloride 
• 842172-35-4 [1-((3aR,5R,6R,6aS)-6-Iodo-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-((E)-3-phenyl-allyl)-amine 

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.