@article { ISI:000310402400032, title = {Elaboration of the ether cleaving ability and selectivity of the classical pearlman{\textquoteright}s catalyst [Pd(OH)(2)/C]: concise synthesis of a precursor for a myo-inositol pyrophosphate}, journal = {Tetrahedron}, volume = {68}, number = {47}, year = {2012}, month = {NOV}, pages = {9769-9776}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

The cleavage of propargyl, allyl, benzyl, and PMB ethers by Pd(OH)(2)/C can be tuned in that order, by varying the reaction conditions. Other moieties such as C-C double bonds, esters, trityl ether, p-bromo and p-nitrobenzyl ethers are stable to these reaction conditions. Cleavage of allyl ethers can be made catalytic by using 1:1 mixture of Pd(OH)(2)/C and Pd/C. The synthetic potential of the selective ether cleaving ability of Pd(OH)(2)/C, essentially under neutral conditions, has been demonstrated by an efficient synthesis of a precursor for the preparation of an inositol pyrophosphate derivative. (C) 2012 Elsevier Ltd. All rights reserved.

}, keywords = {Cyclitol, Ether cleavage, Inositol, Palladium, Protecting group}, issn = {0040-4020}, doi = {10.1016/j.tet.2012.09.016}, author = {Mart, Alson and Shashidhar, Mysore S.} }