438566-57-5Relevant articles and documents
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 (2002)
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+).