Synthesis of the mannopeptimycin disaccharide and its conjugation with 4-alkylidene-β-lactams

被引：12

作者：

Adinolfi, Matteo ^{[1
]}

Giacomini, Daria ^{[2
]}

Iadonisi, Alfonso ^{[1
]}

Quintavalla, Arianna ^{[2
]}

Valerio, Silvia ^{[1
]}

机构：

[1] Univ Naples Federico II, Dipartimento Chim Organ & Biochim, I-80126 Naples, Italy

[2] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 17期

关键词：

glycosylation; antibiotics; carbohydrates; beta-lactams; bismuth(III) triflate;

D O I：

10.1002/ejoc.200701159

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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-beta-lactam acceptor. Key steps of the synthesis were Bi(OTf)(3)-catalyzed glycosidations that proceeded in short times and with high yields and stereocontrol. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).

引用

页码：2895 / 2899

页数：5

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