Aluminum Chloride-Catalyzed Opening of the Steroidal Sapogenin Spiroketal System

George R. Pettit, William J. Bowyer

Research output: Contribution to journalArticlepeer-review

39 Scopus citations


Several representative steroidal sapogenins have been conveniently converted to the corresponding dihydrosapogenins employing the lithium aluminum hydride-aluminum chloride reagent. Dihydro derivatives of lla-hydroxytigogenin, marko-genin, and three previously described dihydrosapogenins were prepared by the new procedure. Lithium aluminum hydride reduction of tomatidine, in the presence of aluminum chloride, provided both isomers of dihydrotomatidine.

Original languageEnglish (US)
Pages (from-to)84-86
Number of pages3
JournalJournal of Organic Chemistry
Issue number1
StatePublished - 1960
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry


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