Beilstein J. Org. Chem.2015,11, 162–168, doi:10.3762/bjoc.11.16
derivatives show similar reactivities to those of previously studied 3α,5α-cyclocholestan-6β-thioethers.
Keywords: cholesterol; electrochemical oxidation; glycosylation; i-cholesterylethers; i-steroids; Introduction
We have recently elaborated an electrochemical method for the preparation of glycosides and
during electrochemical oxidation by cleavage of the carbon–oxygen bond in an intermediate radical-cation. For this reason, i-cholesterylethers seemed to be suitable donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates.
A series of i-cholesterol derivatives 6b
PDF
Graphical Abstract
Scheme 1:
Synthesis of glycoconjugates from different cholesteryl donors.