Synthesis of the Mannopeptimycin Disaccharide and Its Conjugation with 4‐Alkylidene‐β‐lactams | Zendy

Adinolfi Matteo | Zendy; Giacomini Daria | Zendy; Iadonisi Alfonso | Zendy; Quintavalla Arianna | Zendy; Valerio Silvia | Zendy

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Synthesis of the Mannopeptimycin Disaccharide and Its Conjugation with 4‐Alkylidene‐β‐lactams

Author(s) -

Adinolfi Matteo,

Giacomini Daria,

Iadonisi Alfonso,

Quintavalla Arianna,

Valerio Silvia

Publication year - 2008

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200701159

Subject(s) - chemistry , disaccharide , moiety , stereochemistry , reactivity (psychology) , acceptor , combinatorial chemistry , medicine , physics , alternative medicine , pathology , condensed matter physics

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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