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Bijoy Pappy Mathew
유전체 항상성 연구단
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A palladium and gold catalytic system enables direct access to O- and S-linked non-natural glyco-conjugates

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Title
A palladium and gold catalytic system enables direct access to O- and S-linked non-natural glyco-conjugates
Author(s)
Min Ho Jeon; Bijoy P. Mathew; Malleswara Rao Kuram; Kyungjae Myung; Sung You Hong
Publication Date
2016-11
Journal
ORGANIC & BIOMOLECULAR CHEMISTRY, v.14, no.48, pp.11518 - 11524
Publisher
ROYAL SOC CHEMISTRY
Abstract
Here we report a straightforward cross-coupling method for the synthesis of non-natural glycoamino acids from alkyne-bearing monosaccharides and p-iodophenylalanine. Pd/Au-catalyzed Sonogashira coupling is tolerant to both O-and S-glycosides without any epimerization. In addition, no racemization of the amino acid was observed allowing direct access to the homogeneous glyco-conjugate in a single step. Notably, this Pd/Au catalytic system presents enhanced catalytic activity than conventional Pd/Cu and Pd-only platforms, and it further enables the convergent synthesis of glycodipeptides. (c) The Royal Society of Chemistry 2016
URI
https://pr.ibs.re.kr/handle/8788114/3857
ISSN
1477-0520
Appears in Collections:
Center for Genomic Integrity(유전체 항상성 연구단) > Journal Papers (저널논문)
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