Issue 0, 1972

Equilibration of 24,25-dibromides of lanosterol and derivatives

Abstract

Bromination of lanosteryl acetate under conditions of kinetic control gives two 24,25-dibromides. A and B, in equal amounts. Thermodynamically controlled equilibration of these dibromides results in a 5:1 mixture of the two. The driving force is considered to be interaction between the 20-methyl group and the 24-bromine atom in the 24R-configuration. Configurations have been assigned to the dibromides from the results of an X-ray crystal structure determination on dibromide A.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1972, 1584-1587

Equilibration of 24,25-dibromides of lanosterol and derivatives

D. H. R. Barton, H. MacGrillen, P. D. Magnus, C. H. Carlisle and P. A. Timmins, J. Chem. Soc., Perkin Trans. 1, 1972, 1584 DOI: 10.1039/P19720001584

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