Beilstein J. Org. Chem.2015,11, 392–402, doi:10.3762/bjoc.11.45
], diphenylphosphates [45], trichloroacetimidates [45], and i-steroids [46].
Cholesterol has been shown to be electrochemically oxidized (Scheme 11) in acetonitrile containing LiClO4 at a carbon electrode [47] to give cholesta-4,6-dien-3-one (24). The electrolysis conditions were optimized on a laboratory synthetic
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Graphical Abstract
Figure 1:
Preferential sites of cholesterol electrooxidation.
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-cholesteryl ethers; i-steroids; Introduction
We have recently elaborated an electrochemical method for the preparation of glycosides and
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Graphical Abstract
Scheme 1:
Synthesis of glycoconjugates from different cholesteryl donors.