ChemInform Abstract: A Facile New Procedure for the Deprotection of Allyl Ethers under Mild Conditions

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    06-Jun-2016

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  • 2000 carbohydrates

    carbohydratesU 0500

    49 - 191A Facile New Procedure for the Deprotection of Allyl Ethers underMild Conditions. The deprotection of various O-allyl glycosidesis accomplished by initial isomerization of the allyl group using either theGrubbs catalyst/iPr2NEt/N-allyltritylamine system or the much more efficientRuCl2(PPh3)3 catalyst/iPr2NEt system, followed by hydrolysis of the formedprop-1-enyl ethers using HgCl2/HgO. The application of RuCl2(PPh3)/iPr2NEtis compatible with the presence of various other protecting groups and also withfree hydroxyl groups and affords the target hemiacetals with excellent yields. (HU, YUN-JIN; DOMINIQUE, ROMYR; DAS, SANJOY KUMAR; ROY,RENE; Can. J. Chem. 78 (2000) 6, 838-845; Dep. Chem., Univ. Ottawa,Ottawa, Ont. K1N 6N5, Can.; EN)

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