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Mg2+-Imidazol-Catalyzed Self-Condensation of Malonyl Thioesters: Getting Tuned for Biomimetic Polyketide Synthesis?

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Published in Molecules. 2001, vol. 6, no. 11, p. 845-851
Abstract We report that a subtle balance of carbanion reactivity, leaving group activation, and pKa of the catalyst is required for efficient self-condensation of thiomalonates to thioacetoacetates in up to 71% yield under “biomimetic” conditions originally proposed by Kobuke and Yoshida
Keywords Bioorganic chemistryClaisen condensationEnzyme mimicsPolyketide synthesis
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SAKAI, Naomi, SORDE, Nathalie, MATILE, Stefan. Mg2+-Imidazol-Catalyzed Self-Condensation of Malonyl Thioesters: Getting Tuned for Biomimetic Polyketide Synthesis?. In: Molecules, 2001, vol. 6, n° 11, p. 845-851. https://archive-ouverte.unige.ch/unige:7929

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Deposited on : 2010-06-21

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