438566-59-7Relevant academic research and scientific papers
Studies on stereoselective [2+2] cycloadditions between N,N-dialkylhydrazones and ketenes
Martin-Zamora, Eloisa,Ferrete, Ana,Llera, Jose M.,Munoz, Jesus M.,Pappalardo, Rafael R.,Fernandez, Rosario,Lassaletta, Jose M.
, p. 6111 - 6129 (2007/10/03)
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
Fernandez, Rosario,Ferrete, Ana,Lassaletta, Jose M.,Llera, Jose M.,Martin-Zamora, Eloisa
, p. 831 - 833 (2007/10/03)
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+).
