Synthetic studies toward amphidinolide B1: synthesis of the C9-C26 fragment |
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Authors: | Zhang Wei Carter Rich G |
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Affiliation: | Department of Chemistry, 153 Gilbert Hall, Oregon State University, Corvallis, Oregon 97331, USA. |
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Abstract: | [reaction: see text] The synthesis of the C9-C26 portion of amphidinolide B1 is described. A Fleming allylation followed by elimination was employed for the construction of the C13-C15 diene portion. Sharpless asymmetric dihydroxylation was utilized for regioselective functionalization of a styrene-derived alkene, in the presence of the C13-C15 diene functionality. A highly diastereoselective aldol reaction was developed to establish the C18 stereochemistry. |
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