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  • Title: A total synthesis of xestodecalactone a and proof of its absolute stereochemistry: interesting observations on dienophilic control with 1,3-disubstituted nonequivalent allenes.
    Author: Yoshino T, Ng F, Danishefsky SJ.
    Journal: J Am Chem Soc; 2006 Nov 01; 128(43):14185-91. PubMed ID: 17061903.
    Abstract:
    A concise total synthesis of xestodecalactone A, utilizing a Diels-Alder strategy is described. The focal Diels-Alder reaction relied on an "ynoate" dienophile to rapidly assemble the required resorcylinic acid scaffold. During this study, Diels-Alder cycloaddition reactions involving 1,3-disubstituted nonequivalent allene dienophiles were studied, and some surprising results were encountered.
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