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

[Display omitted] 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 cur...

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Bibliographic Details
Published inTetrahedron letters Vol. 61; no. 47; pp. 152526 - 152528
Main Authors Dandawate, Monica, Choudhury, Rahul, Rama Krishna, Gamidi, Srinivasa Reddy, D.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 19.11.2020
Elsevier
Subjects
Absolute configuration
Chemistry
Chemistry, Organic
Ktedonoketone
Physical Sciences
Science & Technology
Total synthesis
Wacker oxidation
Wacker oxidation
Ktedonoketone
Total synthesis
Absolute configuration
ALCOHOLS
THERMOSPOROTHRIX-HAZAKENSIS
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Summary:[Display omitted] 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.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2020.152526