144062-01-1

Upstream product

• 67-56-1 methanol 
• 25654-51-7 (2R,2S)-1-benzyloxycarbonylazetidine-2-carboxylic acid 
• 25711-25-5 benzyl aziridine-1-carboxylate 
• 6832-16-2 methyl diazoacetate 
• 174740-81-9 N-benzyloxycarbonyl-(S)-(-)-2-azetidine-carboxylic acid 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 144062-03-3 (R)-4,4-Diphenyl-3-oxa-1-aza-bicyclo[3.2.0]heptan-2-one 
• 144062-02-2 (R)-2-(Hydroxy-diphenyl-methyl)-azetidine-1-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Biocatalytic One-Carbon Ring Expansion of Aziridines to Azetidines via a Highly Enantioselective [1,2]-Stevens Rearrangement

We report enantioselective one-carbon ring expansion of aziridines to make azetidines as a new-to-nature activity of engineered "carbene transferase" enzymes. A laboratory-evolved variant of cytochrome P450BM3, P411-AzetS, not only exerts unparalleled stereocontrol (99:1 er) over a [1,2]-Stevens rearrangement but also overrides the inherent reactivity of aziridinium ylides, cheletropic extrusion of olefins, to perform a [1,2]-Stevens rearrangement. By controlling the fate of the highly reactive aziridinium ylide intermediates, these evolvable biocatalysts promote a transformation which cannot currently be performed using other catalyst classes.

Enantioselective catalytic reductions of ketones with new four membered oxazaborolidines: Application to (S)-tetramisole

Enantioselective catalytic reduction of ketones with both the enantiomers of new four membered oxazaborolidines is described.