276244-06-5

Upstream product

• 106-96-7 propargyl bromide 
• 153463-32-2 (S)-4-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(4-methoxyphenyl)azetidine-2,3-dione 
• 115828-87-0 (3R,4S)-cis-1-(p-anisyl)-3-hydroxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one 
• 141781-24-0 [1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-(4-methoxy-phenyl)-amine 
• 103174-02-3 (3R,4S)-cis-1-(p-anisyl)-3-acetoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one 

Downstream Products

• 1031797-24-6 C₃₃H₃₆N₂O₉ 

Relevant academic research and scientific papers

Regio- and stereocontrolled metal-mediated carbonyl propargylation or allenylation of enantiomerically pure azetidine-2,3-diones: Synthesis of highly functionalized 3-substituted 3-hydroxy-β-lactams

(Matrix presented) Regio-and stereocontrolled metal-mediated Barbier-type reactions of azetidine-2,3-diones with differently substituted propargyl bromides offer an efficient asymmetric entry to densely functionalized 3-propargyl-(or allenyl-) substituted

Metal-catalyzed cycloisomerization and tandem oxycyclization/hydroxylation of alkynols: Synthesis of nonfused, spiranic and fused oxabicyclic β-lactams

2-Azetidinone-tethered alkynols, readily prepared from the corresponding aldehydes or ketones, were used as starting materials for the oxycyclization reaction catalyzed by precious metals. AgOAc exclusively affords dihydrofurans, methylenetetrahydrofurans, or methylenetetrahydro-2H-pyrans through specific 5-endo, 5-exo, or 6-exo pathways, respectively. Interestingly, in the presence of a catalytic amount: of PtII or AuIII salts, cyclization reactions occurred preferentially through a tandem oxycyclization/hydroxylation of alkynols to afford a variety of nonfused, spiranic and fused oxabicyclic β-lactams in moderate to high yields. Besides, it has been observed that the tandem gold-catalyzed cycloetherification/hydroxylation of a methoxymethyl alkynyl ether can be accomplished.

New aspects of the indium chemistry of carbonyl-β-lactams

Reactions of racemic as well as optically pure carbonyl-β-lactams with stabilized organo-indium reagents were investigated in aqueous media. The regio- and stereochemistry of the processes were generally good, offering a convenient asymmetric entry to den

Metal-promoted allylation, propargylation, or allenylation of azetidine-2,3-diones in aqueous and anhydrous media. Application to the asymmetric synthesis of densely functionalized 3-substituted 3-hydroxy-β-lactams

Metal-mediated carbonyl allylation, allenylation, and propargylation of optically pure azetidine-2,3-diones were investigated in both anhydrous and aqueous environments. Different metals promoters showed varied regioselectivities on product formation duri