Enantioselective total synthesis of (+)-gigantecin: exploiting the asymmetric glycolate aldol reaction |
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Authors: | Crimmins Michael T She Jin |
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Affiliation: | Department of Chemistry, Venable and Kenan Laboratories of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599-3290, USA. crimmins@email.unc.edu |
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Abstract: | The enantioselective synthesis of the potent, selective, cytotoxic, annonaceous acetogenin, (+)-gigantecin, has been completed. An asymmetric glycolate aldol serves to establish the stereocenters at C13,14 and at C21,22. A Carreira asymmetric acetylide addition is used to establish the C17 stereocenter. |
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