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

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

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 (Tetrahedro...

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Bibliographic Details
Main Authors: Stefan Matile, Nathalie Sordé, Naomi Sakai
Format: Article
Language:English
Published: MDPI AG 2001-10-01
Series:Molecules
Subjects:
Bioorganic chemistry
Claisen condensation
enzyme mimics
polyketide synthesis
Online Access:http://www.mdpi.com/1420-3049/6/11/845/

Internet

http://www.mdpi.com/1420-3049/6/11/845/

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