Glycosylation of cyclitols: Synthesis of neamine-type aminoglycosides

SHL Verhelst; ME Magnee; T Wennekes; W Wiedenhof; GA van der Marel; Hermen S. Overkleeft; CAA van Boeckel; JH van Boom

doi:10.1002/ejoc.200400020

Glycosylation of cyclitols: Synthesis of neamine-type aminoglycosides

SHL Verhelst, ME Magnee, T Wennekes, W Wiedenhof, GA van der Marel, Hermen S. Overkleeft, CAA van Boeckel, JH van Boom

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Research output: Contribution to journal › Article › Academic › peer-review

Abstract

In this paper, a glycosylation-based approach towards novel aminoglycoside analogues is presented. Three different cyclitol building blocks were condensed with different thioglycosides to give, after removal of the protective groups, several neamine-type analogs varying in the positioning and the stereochemistry of the amino functions.

Original language	English
Pages (from-to)	2404-2410
Journal	European Journal of Organic Chemistry
Volume	2004
Issue number	11
DOIs	https://doi.org/10.1002/ejoc.200400020
Publication status	Published - Jun 2004
Externally published	Yes

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@article{c4230f2bcf2d42fd9652f8bf25b1b33f,

title = "Glycosylation of cyclitols: Synthesis of neamine-type aminoglycosides",

abstract = "In this paper, a glycosylation-based approach towards novel aminoglycoside analogues is presented. Three different cyclitol building blocks were condensed with different thioglycosides to give, after removal of the protective groups, several neamine-type analogs varying in the positioning and the stereochemistry of the amino functions.",

author = "SHL Verhelst and ME Magnee and T Wennekes and W Wiedenhof and {van der Marel}, GA and Overkleeft, {Hermen S.} and {van Boeckel}, CAA and {van Boom}, JH",

year = "2004",

month = jun,

doi = "10.1002/ejoc.200400020",

language = "English",

volume = "2004",

pages = "2404--2410",

journal = "European Journal of Organic Chemistry",

issn = "0075-4617",

number = "11",

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TY - JOUR

T1 - Glycosylation of cyclitols: Synthesis of neamine-type aminoglycosides

AU - Verhelst, SHL

AU - Magnee, ME

AU - Wennekes, T

AU - Wiedenhof, W

AU - van der Marel, GA

AU - Overkleeft, Hermen S.

AU - van Boeckel, CAA

AU - van Boom, JH

PY - 2004/6

Y1 - 2004/6

N2 - In this paper, a glycosylation-based approach towards novel aminoglycoside analogues is presented. Three different cyclitol building blocks were condensed with different thioglycosides to give, after removal of the protective groups, several neamine-type analogs varying in the positioning and the stereochemistry of the amino functions.

AB - In this paper, a glycosylation-based approach towards novel aminoglycoside analogues is presented. Three different cyclitol building blocks were condensed with different thioglycosides to give, after removal of the protective groups, several neamine-type analogs varying in the positioning and the stereochemistry of the amino functions.

U2 - 10.1002/ejoc.200400020

DO - 10.1002/ejoc.200400020

M3 - Article

SN - 0075-4617

VL - 2004

SP - 2404

EP - 2410

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 11

ER -

Glycosylation of cyclitols: Synthesis of neamine-type aminoglycosides

Abstract

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