Issue 7, 1969
From the journal:

Journal of the Chemical Society C: Organic

Triterpenoids. Part XXVIII. Conversion of eburicoic acid into 4,4,14α-trimethylpregn-8-ene-2,7,11,20-tetraone

D. H. R. Barton,   D. Giacopello,   P. Manitto  and  D. L. Struble  

Abstract

A new and convenient sequence for the conversion of the eburicoic acid side-chain into a methyl ketone group has been developed. In this way 4,4,14α-trimethylpregn-8-ene-3,20-dione (VI) is readily available. The latter compound has been transformed by known reactions into 4,4,14α-trimethylpregn-8-ene-2,7,11,20-tetraone (XII), a key compound in the correlation of the lanosterol triterpenoids with the cucurbitacins.

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Article information

DOI
https://doi.org/10.1039/J39690001047
Article type
Paper

J. Chem. Soc. C, 1969, 1047-1050

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Triterpenoids. Part XXVIII. Conversion of eburicoic acid into 4,4,14α-trimethylpregn-8-ene-2,7,11,20-tetraone

D. H. R. Barton, D. Giacopello, P. Manitto and D. L. Struble, J. Chem. Soc. C, 1969, 1047 DOI: 10.1039/J39690001047

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