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β-Type glycosidic bond formation by palladium-catalyzed decarboxylative allylation.
Chemistry. 2013 Oct 11; 19(42):14047-51.C

Abstract

Decarboxylative allylation of glycals: A β-type glycosidic bond has been constructed in high regio- and stereoselectivity by means of a palladium-catalyzed decarboxylative O-glycosylation. Various kinds of glycals with different protecting groups have been examined for this reaction to afford a diverse set of glycosylated products, including phenolic O-glycosides, thiophenolic S-glycoside, aliphatic O-glycosides, and disaccharides with excellent β-selectivity and reasonable to excellent yields.

Authors+Show Affiliations

Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore).No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

24108596

Citation

Xiang, Shaohua, et al. "Β-Type Glycosidic Bond Formation By Palladium-catalyzed Decarboxylative Allylation." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 19, no. 42, 2013, pp. 14047-51.
Xiang S, Lu Z, He J, et al. Β-Type glycosidic bond formation by palladium-catalyzed decarboxylative allylation. Chemistry. 2013;19(42):14047-51.
Xiang, S., Lu, Z., He, J., Le Maihoang, K., Zeng, J., & Liu, X. W. (2013). Β-Type glycosidic bond formation by palladium-catalyzed decarboxylative allylation. Chemistry (Weinheim an Der Bergstrasse, Germany), 19(42), 14047-51. https://doi.org/10.1002/chem.201303241
Xiang S, et al. Β-Type Glycosidic Bond Formation By Palladium-catalyzed Decarboxylative Allylation. Chemistry. 2013 Oct 11;19(42):14047-51. PubMed PMID: 24108596.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - β-Type glycosidic bond formation by palladium-catalyzed decarboxylative allylation. AU - Xiang,Shaohua, AU - Lu,Zhiqiang, AU - He,Jingxi, AU - Le Maihoang,Kim, AU - Zeng,Jing, AU - Liu,Xue-Wei, Y1 - 2013/09/17/ PY - 2013/08/16/received PY - 2013/10/11/entrez PY - 2013/10/11/pubmed PY - 2015/3/31/medline KW - allylation KW - carbonates KW - glycals KW - glycosylation KW - palladium SP - 14047 EP - 51 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 19 IS - 42 N2 - Decarboxylative allylation of glycals: A β-type glycosidic bond has been constructed in high regio- and stereoselectivity by means of a palladium-catalyzed decarboxylative O-glycosylation. Various kinds of glycals with different protecting groups have been examined for this reaction to afford a diverse set of glycosylated products, including phenolic O-glycosides, thiophenolic S-glycoside, aliphatic O-glycosides, and disaccharides with excellent β-selectivity and reasonable to excellent yields. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/24108596/β_Type_glycosidic_bond_formation_by_palladium_catalyzed_decarboxylative_allylation_ L2 - https://doi.org/10.1002/chem.201303241 DB - PRIME DP - Unbound Medicine ER -