Stereoselective synthesis of resorcylic acid lactone Cochliomycin B

[Display omitted] The total synthesis of 14-membered resorcylic acid lactone, Cochliomycin B has prescribed, in a convergent manner, from readily available starting materials, d-galactose, l-aspartic acid and ethyl acetoacetate. The key reactions involved in the synthesis are Julia-Kocienski olefina...

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Bibliographic Details
Published inTetrahedron letters Vol. 82; pp. 153410 - 153414
Main Authors Nagalatha, G., Siva Ganesh, N., Venkat Narsaiah, A.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 12.10.2021
Elsevier
Subjects
Chemistry
Chemistry, Organic
Cochliomycin B
Epoxidation
Lactonization
Olefination
Oxidation
Physical Sciences
Reduction
Science & Technology
Epoxidation
Cochliomycin B
Lactonization
Reduction
Oxidation
Olefination
METABOLITES
PAECILOMYCIN F
MACROLIDE
MILD
CONDENSATION
FACILE
ASYMMETRIC TOTAL-SYNTHESIS
DERIVATIVES
EFFICIENT
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Summary:[Display omitted] The total synthesis of 14-membered resorcylic acid lactone, Cochliomycin B has prescribed, in a convergent manner, from readily available starting materials, d-galactose, l-aspartic acid and ethyl acetoacetate. The key reactions involved in the synthesis are Julia-Kocienski olefination, E-selective Horner-Wadsworth-Emmons olefination and intramolecular lactonization.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2021.153410