741264-52-8

Upstream product

• 842172-40-1 [1-((3aR,5R,6R,6aS)-6-Iodo-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-prop-2-ynyl-amine 
• 842172-43-4 (3S,4S)-4-((3aR,5R,6R,6aS)-6-Iodo-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-phenoxy-1-prop-2-ynyl-azetidin-2-one 

Relevant academic research and scientific papers

Synthesis of novel polycyclic β-lactams from D-glucose via unusual substrate-controlled radical cyclization

A highly stereoselective and substrate-controlled synthesis of polycyclic β-lactams from D-glucose derived chiral template via intramolecular free radical cyclization is described. The cyclization is highly substrate dependant, proceeding via 6-exo and 7-

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.