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Enantioselective Total Syntheses of (+)-Kasugamycin and (+)-Kasuganobiosamine Highlighting a Sulfamate-Tethered Aza-Wacker Cyclization Strategy
Mandal, Gour Hari Kelley, Steven P. Sathyamoorthi, Shyam
Mandal, Gour Hari
Kelley, Steven P.
Sathyamoorthi, Shyam
Abstract
Here, we present the first enantioselective total syntheses of the natural products (+)-kasugamycin, a potent antifungal antibiotic, and (+)-kasuganobiosamine, a compound that results from the degradation of kasugamycin. Salient features of these syntheses include a second-generation enantioselective preparation of a kasugamine derivative (efficiency much improved relative to that of our first chiral-pool effort) and our laboratory's sulfamate-tethered -Wacker cyclization.
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This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, Copyright © 2024 American Chemical Society, after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.4c01726
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2024-07-06
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American Chemical Society
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Mandal GH, Kelley SP, Sathyamoorthi S. Enantioselective Total Syntheses of (+)-Kasugamycin and (+)-Kasuganobiosamine Highlighting a Sulfamate-Tethered Aza-Wacker Cyclization Strategy. Org Lett. 2024 Jul 5;26(26):5463-5466. doi: 10.1021/acs.orglett.4c01726. Epub 2024 Jun 21. PMID: 38904476; PMCID: PMC11226349