A preliminary approach to nonenolizable beta,beta-tricarbonyls: assembly of a hyperevolutin prototype |
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| Authors: | Young David G J Zeng Dongxiang |
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| Affiliation: | Department of Chemistry, University of Tennessee, Knoxville, Knoxville, Tennessee 37996, USA. dgjyoung@utk.edu |
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| Abstract: | A synthetic approach to the hyperevolutin A acylated phloroglucinol ring system is described. Thus, intramolecular allene-nitrile oxide cycloaddition of 10 was used to construct the bicyclic framework and vicinal quaternary centers in cycloadduct 20 in the key bond-forming step. Treatment of 20 with Raney nickel and hydrogen gas produced primary enamine 21 which contains a nonenolizable beta,beta-tricarbonyl group in latent form. |
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