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Title: Direct N-Glycofunctionalization of Amides with Glycosyl Trichloroacetimidate by Thiourea/Halogen Bond Donor Co-Catalysis
Authors: Kobayashi, Yusuke
Nakatsuji, Yuya
Li, Shanji
Tsuzuki, Seiji
Takemoto, Yoshiji
Author's alias: 小林, 祐輔
中辻, 雄哉
都築, 誠二
竹本, 佳司
Keywords: glycosylation
organocatalyst
XB donor
Issue Date: 26-Mar-2018
Publisher: Wiley
Journal title: Angewandte Chemie International Edition
Volume: 57
Issue: 14
Start page: 3646
End page: 3650
Abstract: Using a halogen bond (XB) donor and Schreiner's thiourea as cooperative catalysts, various amides, including the asparagine residues of several peptides, were directly coupled with glycosyl trichloroacetimidates to give unique N‐acylorthoamides in good yields. Synthetic applications of N‐acylorthoamides, including rearrangement to the corresponding β‐N‐glycoside, were also demonstrated.
Description: This article also appears in: European Symposium on Organic Chemistry 2019
Rights: This is the peer reviewed version of the following article: [Yusuke Kobayashi, Yuya Nakatsuji, Shanji Li, Seiji Tsuzuki, Yoshiji Takemoto. Direct N‐Glycofunctionalization of Amides with Glycosyl Trichloroacetimidate by Thiourea/Halogen Bond Donor Co‐Catalysis. Angewandte Chemie International Edition, 57(14), 3646-3650], which has been published in final form at https://doi.org/10.1002/anie.201712726. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
The full-text file will be made open to the public on 25 March 2019 in accordance with publisher's 'Terms and Conditions for Self-Archiving'.
This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。
URI: http://hdl.handle.net/2433/243151
DOI(Published Version): 10.1002/anie.201712726
PubMed ID: 29412493
Appears in Collections:Journal Articles

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