Development of a strategy for the asymmetric synthesis of polycyclic polyprenylated acylphloroglucinols via N-amino cyclic carbamate hydrazones: application to the total synthesis of (+)-clusianone |
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Authors: | Garnsey Michelle R Lim Daniel Yost Julianne M Coltart Don M |
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Institution: | Department of Chemistry, Duke University, Durham, North Carolina 27708, United States. |
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Abstract: | A broadly applicable asymmetric synthetic strategy utilizing N-amino cyclic carbamate alkylation that provides access to the various stereochemical permutations of a common structural motif found in many polycyclic polyprenylated acylphloroglucinols is described. The utility of this methodology is demonstrated through the first asymmetric total synthesis of the antiviral agent (+)-clusianone. |
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