412272-08-3

Upstream product

• 2917-96-6 1,4-bis(methanesulfonyloxy)-2-butyne 
• 153463-32-2 (S)-4-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(4-methoxyphenyl)azetidine-2,3-dione 
• 2219-66-1 1,4-dibromobut-2-yne 
• 103174-02-3 (3R,4S)-cis-1-(p-anisyl)-3-acetoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one 
• 115828-87-0 (3R,4S)-cis-1-(p-anisyl)-3-hydroxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one 

Downstream Products

• 1002327-68-5 C₂₂H₂₇NO₅ 

Relevant academic research and scientific papers

Diversity-oriented preparation of enantiopure spirocyclic 2-azetidinones from α-oxo-β-lactams through barbier-type reactions followed by metal-catalyzed cyclizations

Novel, simple, and convenient strategies to diversely functionalized spirocyclic β-lactams have been developed by using different metal-mediated carbonyl addition/cyclization reaction sequences. Spirocyclization precursors, 2-azetidinone-tethered homoally

Metal-assisted synthesis of enantiopure spirocyclic β-lactams from azetidine-2,3-diones

A novel approach to enantiopure spirocyclic β-lactams has been developed by using different intramolecular metal-catalyzed cyclization reactions in monocyclic unsaturated alcohols. A novel approach to enantiopure spirocyclic β-lactams has been developed b

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-mediated carbonyl-1,3-butadien-2-ylation by 1,4-bis(methanesulfonyl)-2-butyne or 1,4-dibromo-2-butyne in aqueous media: Asymmetric synthesis of 3-substituted 3-hydroxy-β-lactams

Metal-mediated 1,3-butadien-2-ylation reactions between 1,4-dibromo-2-butyne or 1,4-bis(methane-sulfonyl)-2-butyne and optically pure azetidine-2,3-diones were investigated in aqueous media, offering a convenient asymmetric entry to the potentially bioactive 3-substituted 3-hydroxy-β-lactam moiety. The diastereoselectivity of the addition reaction was controlled by the bulky chiral auxiliary at C4. However, while the regioselectivity of the process was full, the chemical yield of the addition was a function of the nature of both the metal reagent and the system solvent as well. In addition, 2-azetidinone-tethered 1,3-butadienes can easily be transformed into other functionalities via Diels-Alder reaction.