Author/Authors :
Hamdouchi، نويسنده , , Chafiq and Jaramillo، نويسنده , , Carlos and Lopez-Prados، نويسنده , , Francisco Javier and Rubio، نويسنده , , Almudena، نويسنده ,
Abstract :
A novel approach to the regioselective acylation of spirocyclic C-glucoside of papulacandins is reported. Conditions were found to effect regioselective acylation of triol 2 to give 2-O-acyl derivatives (5), which after deprotection with TASF afforded exclusively 2-O-acyl derivatives (8). An extensive migration of the acyl group from 2-O- to 3-O-position was observed when the desilylation was conducted with TBAF. These findings provided with a convenient means for extending the SAR of papulacandins at these positions.