Telescoped approach to aryl hydroxymethylation in the synthesis of a key pharmaceutical intermediate

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dc.contributor.authorSlattery, Catherine N.
dc.contributor.authorDeasy, Rebecca E.
dc.contributor.authorMaguire, Anita R.
dc.contributor.authorKopach, Michael E.
dc.contributor.authorSingh, Utpal K.
dc.contributor.authorArgentine, Mark D.
dc.contributor.authorTrankle, William G.
dc.contributor.authorScherer, Roger B.
dc.contributor.authorMoynihan, Humphrey A.
dc.contributor.funderEnterprise Irelanden
dc.date.accessioned2016-08-17T08:54:20Z
dc.date.available2016-08-17T08:54:20Z
dc.date.issued2013-05-30
dc.date.updated2016-08-16T15:58:58Z
dc.description.abstractAn efficient synthetic approach leading to introduction of the hydroxymethyl group to an aryl moiety via combination of the Bouveault formylation and hydride reduction has been optimized using a rational, mechanistic-based approach. This approach enabled telescoping of the two steps into a single efficient process, readily amenable to scaleup.en
dc.description.sponsorshipEnterprise Ireland (financial support of C.N.S. and R.E.D.)en
dc.description.statusPeer revieweden
dc.description.versionSubmitted Versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.citationSlattery, C. N., Deasy, R. E., Maguire, A. R., Kopach, M. E., Singh, U. K., Argentine, M. D., Trankle, W. G., Scherer, R. B. and Moynihan, H. A. (2013) 'Telescoped approach to aryl hydroxymethylation in the synthesis of a key pharmaceutical intermediate', Journal of Organic Chemistry, 78(12), pp. 5955-5963. http://dx.doi.org/10.1021/jo400647ten
dc.identifier.doi10.1021/jo400647t
dc.identifier.endpage5963en
dc.identifier.issn0022-3263
dc.identifier.issued12en
dc.identifier.journaltitleJournal of Organic Chemistryen
dc.identifier.startpage5955en
dc.identifier.urihttps://hdl.handle.net/10468/2998
dc.identifier.volume78en
dc.language.isoenen
dc.publisherAmerican Chemical Societyen
dc.rights© 2013 American Chemical Society. This document is the unedited Author’s version of a Submitted Work that was subsequently accepted for publication in The Journal of Organic Chemistry, copyright © American Chemical Society after peer review. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/jo400647ten
dc.subjectEfficient processen
dc.subjectFormylationen
dc.subjectHydride reductionen
dc.subjectHydroxymethylationen
dc.subjectPharmaceutical intermediatesen
dc.subjectScale-upen
dc.subjectSynthetic approachen
dc.subjectHydroxymethyl groupsen
dc.titleTelescoped approach to aryl hydroxymethylation in the synthesis of a key pharmaceutical intermediateen
dc.typeArticle (peer-reviewed)en
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