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Intramolecular Cyclization Strategies Toward the Synthesis of Zoanthamine Alkaloids
Authors:Fischer Derek  Nguyen Thong X  Trzoss Lynnie  Dakanali Marianna  Theodorakis Emmanuel A
Institution:Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, California 92093-0358, USA
Abstract:Stabilized 2-amino-1,3-dienes can participate in intramolecular Diels-Alder (IMDA) reactions with pendant dienophiles. We found that these dienes can be readily prepared via standard palladium-mediated coupling reactions and have comparable reactivity to 2-oxodienes. Application of these substrates to the synthesis of tetracyclic model systems representing the ABCE motif of the zoanthamines is presented.
Keywords:Zoanthamine  Cycloaddition  Aminodiene  Stille coupling  Diels-Alder reaction
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