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dc.contributor.authorBehenna, Douglas C.
dc.contributor.authorKrishnan, Shyam
dc.contributor.authorStoltz, Brian M.
dc.date.accessioned2016-02-25T12:57:26Z
dc.date.available2016-02-25T12:57:26Z
dc.date.issued2011-04
dc.identifier.citationBehenna DC, Krishnan S, Stoltz BM (2011) Confirmation of the absolute configuration of (−)-aurantioclavine. Tetrahedron Letters 52: 2152–2154. Available: http://dx.doi.org/10.1016/j.tetlet.2010.11.074.
dc.identifier.issn0040-4039
dc.identifier.doi10.1016/j.tetlet.2010.11.074
dc.identifier.urihttp://hdl.handle.net/10754/597830
dc.description.abstractWe confirm our previous assignment of the absolute configuration of (-)-aurantioclavine as 7R by crystallographically characterizing an advanced 3-bromoindole intermediate reported in our previous synthesis. This analysis also provides additional support for our model of enantioinduction in the palladium(II)-catalyzed oxidative kinetic resolution of secondary alcohols. © 2010 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). Financial support from Caltech, Amgen, and the California TRDRP (postdoctoral fellowship to S.K.) is also gratefully acknowledged. The Bruker KAPPA APEXII X-ray diffractometer used in this study was purchased via an NSF CRIF:MU award to Caltech, CHE-0639094.
dc.publisherElsevier BV
dc.subjectAbsolute configuration
dc.subjectAurantioclavine
dc.subjectAzepinoindole
dc.subjectIndole alkaloid
dc.subjectOxidative kinetic resolution
dc.titleConfirmation of the absolute configuration of (−)-aurantioclavine
dc.typeArticle
dc.identifier.journalTetrahedron Letters
dc.contributor.institutionCalifornia Institute of Technology, Pasadena, United States
dc.contributor.institutionUniversity of California, San Francisco, San Francisco, United States
kaust.grant.numberKUS-11-006-02


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