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dc.contributor.authorPetersen, Kimberly S.
dc.contributor.authorStoltz, Brian M.
dc.date.accessioned2016-02-25T13:53:29Z
dc.date.available2016-02-25T13:53:29Z
dc.date.issued2011-06
dc.identifier.citationPetersen KS, Stoltz BM (2011) Palladium-catalyzed, asymmetric Baeyer–Villiger oxidation of prochiral cyclobutanones with PHOX ligands. Tetrahedron 67: 4352–4357. Available: http://dx.doi.org/10.1016/j.tet.2011.04.046.
dc.identifier.issn0040-4020
dc.identifier.doi10.1016/j.tet.2011.04.046
dc.identifier.urihttp://hdl.handle.net/10754/599133
dc.description.abstractDescribed in this report is a general method for the conversion of prochiral 3-substituted cyclobutanones to enantioenriched γ-lactones through a palladium-catalyzed Baeyer-Villiger oxidation using phosphinooxazoline ligands in up to 99% yield and 81% ee. Lactones of enantiopurity ≥93% could be obtained through a single recrystallization step. Importantly, 3,3-disubtituted cyclobutanones produced enantioenriched lactones containing a β-quaternary center. © 2011 Elsevier Ltd. All rights reserved.
dc.description.sponsorshipThis publication is based on work supported by Award No. KUS-11-006-02, made by King Abdullah University of Science and Technology (KAUST).
dc.publisherElsevier BV
dc.subjectAsymmetric catalysis
dc.subjectBaeyer-Villiger oxidation
dc.subjectPalladium
dc.subjectPhosphinooxazoline ligands
dc.titlePalladium-catalyzed, asymmetric Baeyer–Villiger oxidation of prochiral cyclobutanones with PHOX ligands
dc.typeArticle
dc.identifier.journalTetrahedron
dc.contributor.institutionCalifornia Institute of Technology, Pasadena, United States
kaust.grant.numberKUS-11-006-02


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