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Synthesis of the Mannopeptimycin Disaccharide and Its Conjugation with 4‐Alkylidene‐β‐lactams
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Citations
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References
2008
Year
Combinatorial ChemistryAntibiotic MannopeptimycinN ‐PhenylBioorganic ChemistryGlycobiologyDisaccharide MoietyOrganic ChemistryPharmaceutical ChemistryMedicinal ChemistryStereoselective SynthesisDiversity-oriented SynthesisAntimicrobial CompoundNatural Product SynthesisPharmacologyBiomolecular EngineeringMannopeptimycin DisaccharideNatural SciencesMedicineSynthetic Chemistry
Abstract The disaccharide moiety of the antibiotic mannopeptimycin has been synthesized as a ( N ‐phenyl)trifluoroacetimidate donor, the reactivity of which was tested in conjugation with a 4‐alkylidene‐β‐lactam acceptor. Key steps of the synthesis were Bi(OTf) 3 ‐catalyzed glycosidations that proceeded in short times and with high yields and stereocontrol. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
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