438566-43-9

Upstream product

• 19810-31-2 Benzyloxyacetyl chloride 
• 118535-62-9 (S)-(-)-1-amino-2-(1'-methoxy-1'-ethylpropyl)pyrrolidine 
• 104-53-0 3-phenyl-propionaldehyde 
• 118535-68-5 [(S)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-[3-phenyl-prop-(Z)-ylidene]-amine 

Relevant academic research and scientific papers

Studies on stereoselective [2+2] cycloadditions between N,N-dialkylhydrazones and ketenes

Staudinger-like cycloadditions between chiral, non-racemic N,N-dialkylhydrazones 1 and functionalized ketenes constitute an efficient methodology for the stereoselective construction of the β-lactam ring. The potential for fine tuning of the dialkylamino

N,N-dialkylhydrazones as the imine component in the Staudinger-like [2+2] cycloaddition to benzyloxyketene

To overcome the limitations of using unstable imines in Staudinger cycloadditions to ketenes, aldehyde N,N-dialkylhydrazones 1 were used as stable imines. This strategy and a fine tuning of the auxiliary result in a straightforward synthesis of cycloadducts 2, deprotected β-lactams 3, and isoserines 4 (see scheme: a) Et3N, toluene, Δ; b) 1. magnesium monoperoxyphthalate, 2. H2, Pd/C; c) H+).