In oxidative cleavage

DJERASSI RYLANDER Oxidation Ru04 in oxidative cleavage ot phenols or alkenes oxidation ol aromatics to quinones oxidation ol alkyl amides to irmdes or ol ethers lo esters... 

Owing to the efficient oxidation of alcohols to ketones, alcohols can be used as the starting materials in oxidative cleavages. The conditions required are more vigorous than for the alcohol to ketone transformation (see Section 12.1.1). 

The oxidizing power of the catalytic sulfite ion/02 systems was utilized in oxidative cleavage of DNA (118-121), in an analytical application for the determination of sulfur dioxide in air (122) and in developing a luminescent probe for measuring oxygen uptake (123). 

In the synthesis of verrucarin J (55) by Fraser-Reid and coworkers [62], triol 109 was treated with pyridiniura dichromate (PDC) for 3 days, resulting in oxidative cleavage of the adjacent diol to the corresponding aldehyde and further oxidation of the presumed cyclic hemiacetal intermediate gave 55 in 50% yield (Scheme 37). 

Ozonolysis of dienes (and other polyenes) results in oxidative cleavage of all C=C bonds. The number of carbonyl groups formed in the products is twice the number of double bonds in the starting material. 

RUO4 in oxidative cleavage of phenols or alkenes, oxidation of aromatics to quinones, oxidation of alkyl amides to imides or of ethers to esters (see 1st edition). 

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