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what is the point of CAT?
- Thread starter Jef_With_1_F
- Start date
phreex:
oh, there's so much i wish i could say about this or anything like it... heh.
anyway, these are the ways I know of oxidizing an alcohol to a ketone:
potassium permanganate oxidation
Jones oxidation
pyridinium chlorochromate oxidation
Lemieux oxidation
Swern oxidation
not to mention several others that are insanely brutal (hydrogen peroxide, sodium hypochlorite) or experimental (various forms of electromagnetic energy and catalysts).
i am not elaborating on any of them.
basification: carbonyl compounds form enolates in basic solution, and while that's cool from a stereochemical perspective (they racemize), it is NOT cool in the sense that these carbonyl compounds tend to dimerize by the aldol condensation.
the aldol condensation is fast and not reversible.
oh, there's so much i wish i could say about this or anything like it... heh.
anyway, these are the ways I know of oxidizing an alcohol to a ketone:
potassium permanganate oxidation
Jones oxidation
pyridinium chlorochromate oxidation
Lemieux oxidation
Swern oxidation
not to mention several others that are insanely brutal (hydrogen peroxide, sodium hypochlorite) or experimental (various forms of electromagnetic energy and catalysts).
i am not elaborating on any of them.
basification: carbonyl compounds form enolates in basic solution, and while that's cool from a stereochemical perspective (they racemize), it is NOT cool in the sense that these carbonyl compounds tend to dimerize by the aldol condensation.
the aldol condensation is fast and not reversible.