Expedient synthesis of the alpha-C-glycoside analogue of the immunostimulant galactosylceramide (KRN7000) |
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| Authors: | Wipf Peter Pierce Joshua G |
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| Institution: | Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA. pwipf@pitt.edu |
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| Abstract: | Structure: see text] Key reactions in a concise synthesis of an alpha-C-galactosylceramide analogue of KRN7000 include a diastereoselective alkenylalane addition to an N-tert-butanesulfinyl imine and the use of an epoxidation/carbamate ring opening sequence to install the aminodiol stereotriad. |
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