Efficient and selective removal of methoxy protecting groups in carbohydrates

4 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[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.This work was supported by the Investigation Programs PPQ2000-0728 and PPQ2003-01379 of the Plan Nacional de Investigación Científica, Ministerio de Ciencia y Tecnología, Spain. We also acknowledge financial support from FEDER funds. D.H. thanks CSIC-Gobierno de Canarias, CSIC (I3P) and Ministerio de Educación y Ciencia (Plan Nacional FPU) for fellowships