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

179 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

Research Groups and Themes

BCS and TECS CDTs
Organic & Biological

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10.1002/anie.201204505

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\}",

note = "Copyright {\textcopyright} 2012 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim.",

year = "2012",

month = sep,

doi = "10.1002/anie.201204505",

language = "English",

volume = "51",

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journal = "Angewandte Chemie - International Edition",

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T1 - α-Selective organocatalytic synthesis of 2-deoxygalactosides

AU - Balmond, Edward I

AU - Coe, Diane M

AU - Galan, M Carmen

AU - McGarrigle, Eoghan M

PY - 2012/9

Y1 - 2012/9

N2 - 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.

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.

UR - https://www.scopus.com/pages/publications/84865856011

U2 - 10.1002/anie.201204505

DO - 10.1002/anie.201204505

M3 - Article (Academic Journal)

C2 - 22887611

SN - 1433-7851

VL - 51

SP - 9152

EP - 91555

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 36

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

Abstract

Research Groups and Themes

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Reworking of Novel tools for Glycoscience

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