Total synthesis of both methyl 4a-carba-D-arabinofuranosides |
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Authors: | Callam C S Lowary T L |
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Institution: | Department of Chemistry, The Ohio State University, Columbus 43210, USA. |
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Abstract: | reaction: see text] The total synthesis of methyl 4a-carba-alpha-D-arabinofuranoside (1) and methyl 4a-carba-beta-D-arabinofuranoside (2) has been achieved starting from D-mannose (5). Key transformations included a ring-closing metathesis of diene 11 employing Schrock's catalyst followed by a stereoselective hydrogenation with Wilkinson's catalyst. |
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