On Orthogonal and Selective Activation of Glycosyl Thioimidates and Thioglycosides: Application to Oligosaccharide Assembly

Sophon Kaeothip; Alexei V. Demchenko

doi:10.1021/jo201117s

On Orthogonal and Selective Activation of Glycosyl Thioimidates and Thioglycosides: Application to Oligosaccharide Assembly

Sophon Kaeothip
, Alexei V. Demchenko

University of Missouri-St. Louis

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

Original language	American English
Journal	Journal of Organic Chemistry
Volume	76
DOIs	https://doi.org/10.1021/jo201117s
State	Published - Sep 16 2011

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Biochemistry
Organic Chemistry

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@article{412d2dc156a74b50b2850f74ff887a63,

title = "On Orthogonal and Selective Activation of Glycosyl Thioimidates and Thioglycosides: Application to Oligosaccharide Assembly",

author = "Sophon Kaeothip and Demchenko, \{Alexei V.\}",

note = "Discrimination amongst S-thiazolinyl (STaz), S-benzoxazolyl (SBox), and S-ethyl anomeric leaving group was achieved by fine-tuning of the activation conditions. Preferential glycosidation of a certain leaving group is neither determined by the strength of activating reagents nor the stability of the leaving group itself; instead, the type of activation comes to the fore and plays the key role.",

year = "2011",

month = sep,

day = "16",

doi = "10.1021/jo201117s",

language = "American English",

volume = "76",

journal = "Journal of Organic Chemistry",

}

TY - JOUR

T1 - On Orthogonal and Selective Activation of Glycosyl Thioimidates and Thioglycosides: Application to Oligosaccharide Assembly

AU - Kaeothip, Sophon

AU - Demchenko, Alexei V.

N1 - Discrimination amongst S-thiazolinyl (STaz), S-benzoxazolyl (SBox), and S-ethyl anomeric leaving group was achieved by fine-tuning of the activation conditions. Preferential glycosidation of a certain leaving group is neither determined by the strength of activating reagents nor the stability of the leaving group itself; instead, the type of activation comes to the fore and plays the key role.

PY - 2011/9/16

Y1 - 2011/9/16

UR - https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3170487/

U2 - 10.1021/jo201117s

DO - 10.1021/jo201117s

M3 - Article

VL - 76

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

ER -

On Orthogonal and Selective Activation of Glycosyl Thioimidates and Thioglycosides: Application to Oligosaccharide Assembly

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