Tetrahedron

Hydroxyl group deprotection reactions with Pd (OH) 2/C: a convenient alternative to hydrogenolysis of benzyl ethers and acid hydrolysis of ketals

C Murali, MS Shashidhar, CS Gopinath

Index: Murali, Chebrolu; Shashidhar, Mysore S.; Gopinath, Chinnakonda S. Tetrahedron, 2007 , vol. 63, # 19 p. 4149 - 4155

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Citation Number: 25

Abstract

Benzyl ethers, ketals and orthoformates were cleaved with Pd (OH) 2/C in methanol, to generate the corresponding alcohol; carboxylic acid esters were stable under these reaction conditions. Pd (OH) 2/C in methanol was used for the deprotection of hydroxyl groups during the preparation of sequoyitol via myo-inositol orthobenzoate. This method of deprotection has the potential to be useful in the synthesis of different classes of organic compounds ...

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