Synthesis of the C16-C28 spiroketal subunit of spongistatin 1 (altohyrtin A): the pyrone approach |
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| Authors: | Crimmins M T Katz J D |
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| Institution: | Venable and Kenan Laboratories of Chemistry, University of North Carolina at Chapel Hill 27599-3290, USA. crimmins@email.unc.edu |
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| Abstract: | The synthesis of the CD spiroketal fragment of spongistatin 1 (altohyrtin A) has been accomplished utilizing the addition of a metalated pyrone to an aldehyde and subsequent acid-catalyzed spirocyclization. A stereoselective hydrogenation and subsequent conformational inversion establish the C19 stereocenter and the axial-equatorial spiroketal center. |
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