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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,
Language English Country United States
Document type Journal Article, Research Support, Non-U.S. Gov't
- MeSH
- Aldehydes chemistry MeSH
- Benzene chemistry MeSH
- Boranes chemistry MeSH
- Dimerization * MeSH
- Ether chemistry MeSH
- Catalysis MeSH
- Phthalic Acids chemistry MeSH
- Sapogenins chemistry MeSH
- Spirostans chemical synthesis chemistry MeSH
- Stereoisomerism MeSH
- Chemistry Techniques, Synthetic MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
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.
References provided by Crossref.org
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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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