Syntheses of spacer-linked neodisaccharides derived from L-Daunosamine

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OriginalspracheEnglisch
Seiten (von - bis)4665-4668
Seitenumfang4
FachzeitschriftTetrahedron Letters
Jahrgang40
Ausgabenummer25
PublikationsstatusVeröffentlicht - 25 Feb. 1999
Extern publiziertJa

Abstract

The preparation of novel head-to-head spacer-linked bisdaunosamine homodimers 8, 15 and 18 is described. The synthesis is achieved by double glycosylation of monosilylated 1,4-butanediol 9 using silyl glycoside 5 as glycosyl donor. Alternatively, olefin metathesis of allyl glycosides α-11 and particularly of α-12 constitutes a second route toward 8 and its unsaturated derivative 15 while non symmetrical dimer 18 has been obtained by cross metathesis of allyl glycosides 11 and 12.

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Syntheses of spacer-linked neodisaccharides derived from L-Daunosamine. / Kirschning, Andreas; Chen, Guang Wu.
in: Tetrahedron Letters, Jahrgang 40, Nr. 25, 25.02.1999, S. 4665-4668.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Kirschning A, Chen GW. Syntheses of spacer-linked neodisaccharides derived from L-Daunosamine. Tetrahedron Letters. 1999 Feb 25;40(25):4665-4668. doi: 10.1016/S0040-4039(99)00862-X
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T1 - Syntheses of spacer-linked neodisaccharides derived from L-Daunosamine

AU - Kirschning, Andreas

AU - Chen, Guang Wu

N1 - Funding information: Acknowledgement: We thank the Deutsche Forschungsgemeinschaft (SFB 416) as well as the Fonds der Chemischen Industrie for financial support.

PY - 1999/2/25

Y1 - 1999/2/25

N2 - The preparation of novel head-to-head spacer-linked bisdaunosamine homodimers 8, 15 and 18 is described. The synthesis is achieved by double glycosylation of monosilylated 1,4-butanediol 9 using silyl glycoside 5 as glycosyl donor. Alternatively, olefin metathesis of allyl glycosides α-11 and particularly of α-12 constitutes a second route toward 8 and its unsaturated derivative 15 while non symmetrical dimer 18 has been obtained by cross metathesis of allyl glycosides 11 and 12.

AB - The preparation of novel head-to-head spacer-linked bisdaunosamine homodimers 8, 15 and 18 is described. The synthesis is achieved by double glycosylation of monosilylated 1,4-butanediol 9 using silyl glycoside 5 as glycosyl donor. Alternatively, olefin metathesis of allyl glycosides α-11 and particularly of α-12 constitutes a second route toward 8 and its unsaturated derivative 15 while non symmetrical dimer 18 has been obtained by cross metathesis of allyl glycosides 11 and 12.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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