Artículos de revistas
An alternative approach to aminodiols from Baylis-Hillman adducts. Stereoselective synthesis of chloramphenicol, fluoramphenicol and thiamphenicol
Registro en:
Journal Of The Brazilian Chemical Society. Soc Brasileira Quimica, v. 16, n. 3A, n. 386, n. 396, 2005.
0103-5053
WOS:000230754700012
10.1590/S0103-50532005000300012
Autor
Mateus, CR
Coelho, F
Institución
Resumen
We describe herein a new approach for the stereoselective synthesis of broad spectrum antibiotics from Baylis-Hillman adducts. The strategy is based on the preparation of an ene-carbamate directly from a Baylis-Hillman adduct using a Curtius rearrangement reaction. Stereoselective hydroboration furnished a mixture of diastereoisomeric aminoalcohols (syn and anti). After chromatographic separation, the syn diastereoisomer was directly transformed into the antibiotics. 16 3A 386 396