Safe Generation and Direct Use of Diazoesters in Flow Chemistry
Simon T. R. Müller, Daniel Smith, Paul Hellier, Thomas Wirth*
*Cardiff University, School of Chemistry, Park Place, Cardiff CF10 3AT, UK, Email: wirthcf.ac.uk
S. T. R. Müller, D. Smith, P. Hellier, T. Wirth, Synlett, 2014, 25, 871-875.
DOI: 10.1055/s-0033-1340835 (free Supporting Information)
see article for more reactions
A safe and fast method for the production of β-hydroxy-α-diazoesters involves the formation of ethyl diazoacetate in situ and the addition to several aldehydes in a two-step continuous flow microreactor setup. In a three-step sequence, Rhodium acetate catalyzes a subsequent 1,2-hydride shift to give access to β-keto esters.
see article for more examples