Total synthesis of the marine metabolite (-)-clavosolide D |
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| Authors: | Seden Peter T Charmant Jonathan P H Willis Christine L |
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| Institution: | School of Chemistry, University of Bristol, Cantock's Close, Bristol, U.K. |
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| Abstract: | The first total synthesis of the marine natural product (-)-clavosolide D is described confirming the structure of the unsymmetrical 16-membered diolide glycosylated by permethylated d-xylose moieties. Following efficient assembly of the two tetrahydropyrans using stereoselective Prins cyclizations, the side chains were introduced via an allylation/isomerization/anti cyclopropanation sequence; the final macrolactonization step was achieved under Yamaguchi conditions. |
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