Two-step metal-mediated transformation of isoxazolidine-5-spirocyclopropanes into pyridone derivatives.
[reaction: see text] The two-step metal-catalyzed overall transformation of isoxazolidine-5-spirocyclopropanes into the corresponding dihydro- and tetrahydropyridones is described. The first step is the chemoselective reduction of the N-O bond of the isoxazolidine ring preserving the fragile cyclopropanol moiety while the second transformation is the Pd(II) or Pd(0) conversion of the beta-aminocyclopropanol derivatives into the final compounds. The scope and limitations of this strategy are described.
Revuelta
Julia
J
Dipartimento di Chimica Organica Ugo Schiff, Università di Firenze and Istituto per la Chimica dei Composti Organometallici, CNR, via della Lastruccia 13, 50019 Sesto Fiorentino (FI), Italy.
Cicchi
Stefano
S
Brandi
Alberto
A