Synthesis of dimeric spirostanols linked through a 1,4-dimethylidenebenzene moiety by double BF3·Et2O-catalyzed aldol condensation of steroid sapogenins and terephtalaldehyde

Publication date: December 2018Source: Steroids, Volume 140Author(s): Manuel A. Ramos-Enríquez, Lucie Rárová, Martín A. Iglesias-ArteagaAbstractBF3·Et2O-catalyzed double aldol condensation between acetylated steroid sapogenins and terephtalaldehyde led to acetylated dimeric spirostanols linked through a 1,4-dimethylidenebenzene moiety in moderate to good yields. The E configurations of the introduced double bonds were corroborated by NOE experiments. Saponification of the dimeric steroids led to the corresponding dimeric spirostanols.Graphical abstract
Source: Steroids - Category: Drugs & Pharmacology Source Type: research