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

MA. Ramos-Enríquez, L. Rárová, MA. Iglesias-Arteaga,

. 2018 ; 140 (-) : 58-61. [pub] 20180825

Language English Country United States

Document type Journal Article, Research Support, Non-U.S. Gov't

BF3·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.

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$a Rárová, Lucie $u Department of Chemical Biology and Genetics, Centre of the Region Haná for Biotechnological and Agricultural Research, Faculty of Science, Palacký University, Šlechtitelů 27, CZ-783 71 Olomouc, Czech Republic.
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$a Iglesias-Arteaga, Martín A $u Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México, D.F., Mexico. Electronic address: martin.iglesias@unam.mx.
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