Tritylone ethers Wolff-Kishner reduction

The tritylone ether is used to protect primary hydroxyl groups in the presence of secondary hydroxyl groups. It is prepared by the reaction of an alcohol with 9-phenyl-9-hydroxyanthrone under acid catalysis (cat. TsOH, benzene, reflux, 55-95% yield). It can be cleaved under the harsh conditions of the Wolff-Kishner reduction (H2NNH2, NaOH, 200°, 88% yield) and by electrolytic reduction (—1.4 V, LiBr, MeOH, 80-85% yield)". It is stable to 10% HCl, 55 h. ... 

Tritylone alcohol reacts readily with alcohols to give tritylone ethers. Selective reaction of primary alcohols in the presence of secondary alcohols is possible. These new ethers are more stable to acid than trityl ethers. They can be cleaved by Wolff Kishner reduction. ... 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

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