Synthesis of (-)-dysiherbaine |
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Authors: | Snider B B Hawryluk N A |
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Affiliation: | Department of Chemistry, Brandeis University, Waltham, Massachusetts 02454-9110, USA. snider@brandeis.edu |
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Abstract: | [reaction: see text] The first synthesis of (-)-dysiherbaine has been accomplished using intramolecular SN2 substitutions of a carbamate anion on an epoxide and an alkoxide on a secondary mesylate to efficiently construct the bicyclic skeleton stereospecifically from xylose. A general sequence has been developed to introduce an allyl group and convert it to the alanine side chain that should be useful for the construction of dysiherbaine analogues. |
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