C-glycosides: A stereoselective synthesis of α- and β-C-galactosides with glycosyl dianions

Fred Burkhart; Matthias Hoffmann; Horst Kessler

doi:10.1016/S0040-4039(98)01676-1

C-glycosides: A stereoselective synthesis of α- and β-C-galactosides with glycosyl dianions

Fred Burkhart, Matthias Hoffmann, Horst Kessler

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Technical University of Munich

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Abstract

α- or β-C-galactosides can be obtained from the configurationally stable anomeric glycosyl dianions which are prepared by transmetallation of a tin compound or by reductive lithiation of a chloride. Different electrophiles react selectively at the anomeric center.

Original language	English
Pages (from-to)	7699-7702
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	42
DOIs	https://doi.org/10.1016/S0040-4039(98)01676-1
State	Published - 15 Oct 1998

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title = "C-glycosides: A stereoselective synthesis of α- and β-C-galactosides with glycosyl dianions",

abstract = "α- or β-C-galactosides can be obtained from the configurationally stable anomeric glycosyl dianions which are prepared by transmetallation of a tin compound or by reductive lithiation of a chloride. Different electrophiles react selectively at the anomeric center.",

author = "Fred Burkhart and Matthias Hoffmann and Horst Kessler",

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T2 - A stereoselective synthesis of α- and β-C-galactosides with glycosyl dianions

AU - Burkhart, Fred

AU - Hoffmann, Matthias

AU - Kessler, Horst

N1 - Funding Information: Financial support by the Deutsche Forschungsgemeinschafl and the Fonds der Chemischen Industrie is

PY - 1998/10/15

Y1 - 1998/10/15

N2 - α- or β-C-galactosides can be obtained from the configurationally stable anomeric glycosyl dianions which are prepared by transmetallation of a tin compound or by reductive lithiation of a chloride. Different electrophiles react selectively at the anomeric center.

AB - α- or β-C-galactosides can be obtained from the configurationally stable anomeric glycosyl dianions which are prepared by transmetallation of a tin compound or by reductive lithiation of a chloride. Different electrophiles react selectively at the anomeric center.

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U2 - 10.1016/S0040-4039(98)01676-1

DO - 10.1016/S0040-4039(98)01676-1

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EP - 7702

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 42

ER -

C-glycosides: A stereoselective synthesis of α- and β-C-galactosides with glycosyl dianions

Abstract

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