N,N-Dialkylhydrazones as the Imine Component in the Staudinger-Like [2+2] Cycloaddition to Benzyloxyketene We thank the Dirección General de Investigación Científica y Técnica (grants BQU 2001-2376 and PPQ 2000-1341) and the Junta de Andalucía for financial support. We also thank the Ministerio de Educación y Ciencia for a doctoral fellowship to A.F.
Crossref
Resumen
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, ▵; b) 1. magnesium monoperoxyphthalate, 2. H2, Pd/C; c) H+).
Cómo citar
Rosario Fernández, & Ana Ferrete, & José M. Lassaletta, & José M. Llera, & Eloísa Martín-Zamora (2002). N,N-Dialkylhydrazones as the Imine Component in the Staudinger-Like [2+2] Cycloaddition to Benzyloxyketene We thank the Dirección General de Investigación Científica y Técnica (grants BQU 2001-2376 and PPQ 2000-1341) and the Junta de Andalucía for financial support. We also thank the Ministerio de Educación y Ciencia for a doctoral fellowship to A.F.. https://doi.org/10.1002/1521-3773(20020301)41:5<831::aid-anie831>3.0.co;2-6