α-Selective organocatalytic synthesis of 2-deoxygalactosides

Edward I Balmond; Diane M Coe; M Carmen Galan; Eoghan M McGarrigle

doi:10.1002/anie.201204505

α-Selective organocatalytic synthesis of 2-deoxygalactosides

Edward I Balmond, Diane M Coe, M Carmen Galan, Eoghan M McGarrigle

School of Chemistry

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

154 Citations (Scopus)

Abstract

Alpha rules: A thiourea acts as an efficient organocatalyst for the glycosylation of protected galactals to form oligosaccharides containing a 2-deoxymonosaccharide moiety. The reaction is highly stereoselective for α-linkages and proceeds by way of a syn-addition mechanism.

Original language	English
Pages (from-to)	9152-91555
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	36
DOIs	https://doi.org/10.1002/anie.201204505
Publication status	Published - Sept 2012

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http://onlinelibrary.wiley.com/doi/10.1002/anie.201204505/abstract

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title = "α-Selective organocatalytic synthesis of 2-deoxygalactosides",

abstract = "Alpha rules: A thiourea acts as an efficient organocatalyst for the glycosylation of protected galactals to form oligosaccharides containing a 2-deoxymonosaccharide moiety. The reaction is highly stereoselective for α-linkages and proceeds by way of a syn-addition mechanism.",

author = "Balmond, {Edward I} and Coe, {Diane M} and Galan, {M Carmen} and McGarrigle, {Eoghan M}",

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AU - Coe, Diane M

AU - Galan, M Carmen

AU - McGarrigle, Eoghan M

PY - 2012/9

Y1 - 2012/9

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AB - Alpha rules: A thiourea acts as an efficient organocatalyst for the glycosylation of protected galactals to form oligosaccharides containing a 2-deoxymonosaccharide moiety. The reaction is highly stereoselective for α-linkages and proceeds by way of a syn-addition mechanism.

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U2 - 10.1002/anie.201204505

DO - 10.1002/anie.201204505

M3 - Article (Academic Journal)

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ER -

α-Selective organocatalytic synthesis of 2-deoxygalactosides

Abstract

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Reworking of Novel tools for Glycoscience

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α-Selective organocatalytic synthesis of 2-deoxygalactosides

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Reworking of Novel tools for Glycoscience

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