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Efficient and selective removal of methoxy protecting groups in carbohydrates

AuthorsBoto, Alicia ; Hernández, Dácil ; Hernández, Rosendo ; Suárez, Ernesto
Issue Date21-Sep-2004
PublisherAmerican Chemical Society
CitationOrganic Letters 6(21): 3785-3788 (2004)
Abstract[Reaction: see text] The selective removal from carbohydrate substrates of methoxy protecting groups next to hydroxy groups is reported. On treatment with PhI(OAc)(2)-I(2), the methoxy group is transformed into an easily removable acetal. The mild conditions of this methodology are compatible with many functional groups, and good to excellent yields are usually achieved.
Description4 pages, 1 table, 4 schemes.-- PMID: 15469349 [PubMed].-- Printed version published Oct 14, 2004.
Supporting information available: Synthesis of substrate 12 and General Procedure for the one-pot protecting group transformation-hydrolysis. 1H and 13C NMR spectra and spectroscopic data for several compounds.-- Available at: http://pubs.acs.org/doi/suppl/10.1021/ol048439%2B
Publisher version (URL)http://dx.doi.org/10.1021/ol048439+
Appears in Collections:(IPNA) Artículos
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