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dc.contributor.authorJiménez, Óscar-
dc.contributor.authorBosch, María Pilar-
dc.contributor.authorGuerrero, Ángel-
dc.date.accessioned2009-08-04T10:57:50Z-
dc.date.available2009-08-04T10:57:50Z-
dc.date.issued2005-11-16-
dc.identifier.citationJournal of Organic Chemistry 70(26): 10883–10885 (2005)en_US
dc.identifier.issn0022-3263-
dc.identifier.urihttp://hdl.handle.net/10261/15653-
dc.description3 pages, 2 schemes, 1 chart, 1 table.-- PMID: 16356015 [PubMed].-- Printed version published Dec 23, 2005.-- Supporting information available at: http://pubs.acs.org/doi/suppl/10.1021/jo0518856en_US
dc.description.abstractLong-chain 2,2-difluoro-3-hydroxyacids have been synthesized in a new, straightforward manner by treatment of 4-hydroxy-1,1,1,3,3-pentafluoroalkyl ketones, easily obtained by reaction of pentafluoroenolate 2 with aldehydes and ketones, with base under mild conditions. The reaction sequence is marked by the selective cleavage of the CO−CF3 bond, as well as the absence of products arising from the alternative CO−CF2R bond cleavage. The process represents a convenient approach for the synthesis of 2,2-difluoro-3-hydroxyacids, as it is short, provides good to excellent yields under mild conditions, and uses hexafluoro-2-propanol, a very cheap reagent, as the fluorine source.en_US
dc.description.sponsorshipThe authors gratefully acknowledge MEC for a predoctoral fellowship to O.J. and CICYT (projects AGL 2003-06599-C02-01, PTR1995-0656-OP) and Generalitat de Catalunya (2001SGR-00342) for financial support.en_US
dc.format.extent22195 bytes-
dc.format.mimetypeapplication/pdf-
dc.language.isoengen_US
dc.publisherAmerican Chemical Societyen_US
dc.rightsclosedAccessen_US
dc.subjectFluoroorganic chemistryen_US
dc.subjectSelective Haloform Reactionen_US
dc.subjectFluorine sourceen_US
dc.titleA new, mild, and efficient synthesis of 2,2-difluoro-3-hydroxyacids through a selective haloform reactionen_US
dc.typeArtículoen_US
dc.identifier.doi10.1021/jo0518856-
dc.description.peerreviewedPeer revieweden_US
dc.relation.publisherversionhttp://dx.doi.org/10.1021/jo0518856en_US
dc.identifier.e-issn1520-6904-
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