Aluminum chloride-catalyzed opening of the steroidal sapogenin spiroketal system

George Pettit, William J. Bowyer

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

Several representative steroidal sapogenins have been conveniently converted to the corresponding dihydrosapogenins employing the lithium aluminum hydride-aluminum chloride reagent. Dihydro derivatives of α-hydroxytigogenin, markogenin, 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
Volume25
Issue number1
StatePublished - 1960
Externally publishedYes

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Sapogenins
Isomers
Derivatives
lithium aluminum hydride
aluminum chloride
spiroketal

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Aluminum chloride-catalyzed opening of the steroidal sapogenin spiroketal system. / Pettit, George; Bowyer, William J.

In: Journal of Organic Chemistry, Vol. 25, No. 1, 1960, p. 84-86.

Research output: Contribution to journalArticle

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