Chapter 15: Alcohols, Diols and Thiols |
Oxidative Cleavage of Diols
Reaction type: Oxidation-reduction
Summary
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PERIODATE
CLEAVAGE OF 1,2-DIOLS |
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The mechanism is not trivial, so attention here is focussed on the actual cleavage step. Prior to this, the alcohol reacts to form a cyclic periodate ester (shown). The periodate ester undergoes arearrangement of the electrons, cleaving the C-C bond, and forming two C=O. |
© Dr. Ian Hunt, Department of Chemistry |