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|Title:||Absolute configuration and total synthesis of a novel antimalarial lipopeptide by the de novo preparation of chiral nonproteinogenic amino acids||Authors:||Ghosh, S.K.
|Issue Date:||16-Mar-2012||Citation:||Ghosh, S.K., Somanadhan, B., Tan, K.S.-W., Butler, M.S., Lear, M.J. (2012-03-16). Absolute configuration and total synthesis of a novel antimalarial lipopeptide by the de novo preparation of chiral nonproteinogenic amino acids. Organic Letters 14 (6) : 1560-1563. ScholarBank@NUS Repository. https://doi.org/10.1021/ol300293a||Abstract:||The absolute configuration (via degradation and Marfey's derivatization studies) and the total synthesis of a novel antimalarial lipid-peptide isolated from Streptomyces sp. (IC 50 = 0.8 μM, Plasmodium falciparum 3D7) is disclosed. To this end, versatile stereocontrolled routes to nonproteinogenic amino acids (via catalytic Mannich, Sharpless methods) and enantiomeric trans fatty acids (via Evans alkylation, Kocienski-Julia olefination) have been developed. © 2012 American Chemical Society.||Source Title:||Organic Letters||URI:||http://scholarbank.nus.edu.sg/handle/10635/93041||ISSN:||15237060||DOI:||10.1021/ol300293a|
|Appears in Collections:||Staff Publications|
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