Oxidation with chromium(VI) complexes: Difference between revisions

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Mechanism and stereochemistry: clean up, typo(s) fixed: a alpha → an alpha
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==Mechanism and stereochemistry==
[[Chromate ester]]s are implicated in these reactions. The chromate ester decomposes to the aldehyde or carbonyl by transfer of aan alpha proton. Large kinetic isotope effects are observed.<ref>Banerji, K. K. ''J. Org. Chem.'', '''1988''', ''53'', 2154.</ref>
<span style="float:right;padding-right:50px;padding-top:30px;">'''''(2)'''''</span>{{center|[[File:ChroMech1.png]]}}
Oxidative annulation of alkenols to form six-membered rings may be accomplished with PCC. This process is postulated to occur via initial oxidation of the alcohol, attack of the alkene on the new carbonyl, then re-oxidation to a ketone. Double-bond isomerization may occur upon treatment with base as shown in equation (3) below.<ref>Corey, E. J.; Boger, D. ''Tetrahedron Lett.'', '''1978''', ''19'', 2461.</ref>