Elaboration of the ether cleaving ability and selectivity of the classical pearlman's catalyst [Pd(OH)(2)/C]: concise synthesis of a precursor for a myo-inositol pyrophosphate
Title | Elaboration of the ether cleaving ability and selectivity of the classical pearlman's catalyst [Pd(OH)(2)/C]: concise synthesis of a precursor for a myo-inositol pyrophosphate |
Publication Type | Journal Article |
Year of Publication | 2012 |
Authors | Mart, A, Shashidhar, MS |
Journal | Tetrahedron |
Volume | 68 |
Issue | 47 |
Pagination | 9769-9776 |
Date Published | NOV |
ISSN | 0040-4020 |
Keywords | Cyclitol, Ether cleavage, Inositol, Palladium, Protecting group |
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. |
DOI | 10.1016/j.tet.2012.09.016 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.803 |
Divison category:
Catalysis and Inorganic Chemistry
Organic Chemistry