Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/106703
Title: Reversing the stereoselectivity of a palladium-catalyzed O-glycosylation through an inner-sphere or outer-sphere pathway
Authors: Xiang, Shaohua
Hoang, Kim Le Mai
He, Jingxi
Tan, Yu Jia
Liu, Xue-Wei
Keywords: DRNTU::Science::Chemistry::Physical chemistry::Stereochemistry
Issue Date: 2015
Source: Xiang, S., Hoang, K. L. M., He, J., Tan, Y. J., & Liu, X.-W. (2015). Reversing the stereoselectivity of a palladium-catalyzed O-glycosylation through an inner-sphere or outer-sphere pathway. Angewandte chemie International edition, 54(2), 604-607.
Series/Report no.: Angewandte chemie International edition
Abstract: An efficient and concise method for the construction of various O-glycosidic bonds by a palladium-catalyzed reaction with a 3-O-picoloyl glucal has been developed. The stereochemistry of the anomeric center derives from either an inner-sphere or outer-sphere pathway. Harder nucleophiles, such as aliphatic alcohols and sodium phenoxides give β-products, and α products result from using softer nucleophiles, such as phenol.
URI: https://hdl.handle.net/10356/106703
http://hdl.handle.net/10220/25100
ISSN: 1433-7851
DOI: 10.1002/anie.201408739
Rights: © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

SCOPUSTM   
Citations 10

50
Updated on Nov 28, 2022

Web of ScienceTM
Citations 10

45
Updated on Nov 25, 2022

Page view(s)

333
Updated on Nov 29, 2022

Google ScholarTM

Check

Altmetric


Plumx

Items in DR-NTU are protected by copyright, with all rights reserved, unless otherwise indicated.