Total synthesis and absolute configuration determination of Ktedonoketone, a benzenoid metabolite from Thermophilic bacterium

• Published in: Tetrahedron letters Vol. 61; no. 47; p. 152526
• Main Authors: Dandawate, Monica, Choudhury, Rahul, Rama Krishna, Gamidi, Srinivasa Reddy, D.
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 19-11-2020
• Subjects: Absolute configuration; Ktedonoketone; Total synthesis; Wacker oxidation; Wacker oxidation; Ktedonoketone; Total synthesis; Absolute configuration
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2020.152526

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The successful total synthesis of both enantiomers of ktedonoketone allowed us to decipher an unambiguous assignment of absolute configuration of the natural product. The concise synthesis highlights Wacker oxidation and aldol condensation as key steps. In addition to this, the current synthetic route is suitable to access a library of compounds on the similar skeleton as one can use readily available amino acids and Grignard reagents as variants.