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.
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.
Julia
J
Revuelta
Stefano
S
Cicchi
Alberto
A
Brandi