artículo
Synthesis of 1α,25-Dihydroxyvitamin D3 Analogues with α-Hydroxyalkyl Substituents at C12
Fecha
2013Registro en:
D.M. Carballa, F.C. Zacconi, U. Kuleska, A. Mouriño, M. Torneiro. Synthesis of 1α,25-Dihydroxyvitamin D3 Analogues with α-Hydroxyalkyl Substituents at C12. The Journal Of Steroid Biochemistry And Molecular Biology. 2013;(136):34-38.
10.1016/j.jsbmb.2012.10.010
Autor
Carballa, D.M.
Zacconi, Flavia C. M.
Kuleska, U.
Mouriño, A.
Torneiro, M.
Institución
Resumen
Convergent syntheses of three new analogues of 1α,25-dihydroxyvitamin D3 with α-hydroxyalkyl substituents at C12 (4a–c) are described. The A-ring and triene system of each analogue were assembled by a tandem Pd-catalysed intramolecular cyclization and Suzuki–Miyaura coupling process. The stereoselective introduction of substituents at C12 was achieved by Johnson–Claisen rearrangement on allylic alcohol 15 as the key step.