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Huang, Wei, Zhou, Ying-Yu, Pan, Xing-Ling, Zhou, Xian-Yang, Lei, Jin-Cai, Liu, Dong-Mei, Chu, Yue, Yang, Jin-Song (2018) Stereodirecting Effect of C5-Carboxylate Substituents on the Glycosylation Stereochemistry of 3-Deoxy-d-manno-oct-2-ulosonic Acid (Kdo) Thioglycoside Donors: Stereoselective Synthesis of α- and β-Kdo Glycosides. Journal Of The American Chemical Society, 140 (10) 3574-3582 doi:10.1021/jacs.7b09461

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Reference TypeJournal (article/letter/editorial)
TitleStereodirecting Effect of C5-Carboxylate Substituents on the Glycosylation Stereochemistry of 3-Deoxy-d-manno-oct-2-ulosonic Acid (Kdo) Thioglycoside Donors: Stereoselective Synthesis of α- and β-Kdo Glycosides
JournalJournal Of The American Chemical Society
AuthorsHuang, WeiAuthor
Zhou, Ying-YuAuthor
Pan, Xing-LingAuthor
Zhou, Xian-YangAuthor
Lei, Jin-CaiAuthor
Liu, Dong-MeiAuthor
Chu, YueAuthor
Yang, Jin-SongAuthor
Year2018 (March 14)Volume140
Issue10
PublisherAmerican Chemical Society (ACS)
DOIdoi:10.1021/jacs.7b09461Search in ResearchGate
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Mindat Ref. ID1796102Long-form Identifiermindat:1:5:1796102:2
GUID0
Full ReferenceHuang, Wei, Zhou, Ying-Yu, Pan, Xing-Ling, Zhou, Xian-Yang, Lei, Jin-Cai, Liu, Dong-Mei, Chu, Yue, Yang, Jin-Song (2018) Stereodirecting Effect of C5-Carboxylate Substituents on the Glycosylation Stereochemistry of 3-Deoxy-d-manno-oct-2-ulosonic Acid (Kdo) Thioglycoside Donors: Stereoselective Synthesis of α- and β-Kdo Glycosides. Journal Of The American Chemical Society, 140 (10) 3574-3582 doi:10.1021/jacs.7b09461
Plain TextHuang, Wei, Zhou, Ying-Yu, Pan, Xing-Ling, Zhou, Xian-Yang, Lei, Jin-Cai, Liu, Dong-Mei, Chu, Yue, Yang, Jin-Song (2018) Stereodirecting Effect of C5-Carboxylate Substituents on the Glycosylation Stereochemistry of 3-Deoxy-d-manno-oct-2-ulosonic Acid (Kdo) Thioglycoside Donors: Stereoselective Synthesis of α- and β-Kdo Glycosides. Journal Of The American Chemical Society, 140 (10) 3574-3582 doi:10.1021/jacs.7b09461
In(2018, March) Journal Of The American Chemical Society Vol. 140 (10) American Chemical Society (ACS)

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Huang, Jia-Sheng, Huang, Wei, Meng, Xue, Wang, Xin, Gao, Peng-Cheng, Yang, Jin-Song (2015) Stereoselective Synthesis of α-3-Deoxy-D-manno-oct-2-ulosonic Acid (α-Kdo) Glycosides Using 5,7-O-Di-tert-butylsilylene-Protected Kdo Ethyl Thioglycoside Donors. Angewandte Chemie, 127 (37). 11044-11048 doi:10.1002/ange.201505176
Huang, Jia-Sheng, Huang, Wei, Meng, Xue, Wang, Xin, Gao, Peng-Cheng, Yang, Jin-Song (2015) Stereoselective Synthesis of α-3-Deoxy-D-manno-oct-2-ulosonic Acid (α-Kdo) Glycosides Using 5,7-O-Di-tert-butylsilylene-Protected Kdo Ethyl Thioglycoside Donors. Angewandte Chemie International Edition, 54 (37). 10894-10898 doi:10.1002/anie.201505176
Sun, Ao, Li, Zipeng, Wang, Yuchao, Meng, Shuai, Zhang, Xiao, Meng, Xiangbao, Li, Shuchun, Li, Zhongtang, Li, Zhongjun (2024) Stereocontrolled Synthesis of α‐3‐Deoxy‐d‐manno‐oct‐2‐ulosonic Acid (α‐Kdo) Glycosides Using C3‐p‐Tolylthio‐Substituted Kdo Donors: Access to Highly Branched Kdo Oligosaccharides. Angewandte Chemie, 136 (2) doi:10.1002/ange.202313985
Zhang, Zhumin, Xu, Zhuojia, Liu, Xingbang, Luo, Shiwei, Li, Tiehai (2021) Stereoselective Synthesis of β-C-Glycosides of 3-Deoxy-d-manno-oct-2-ulosonic Acid (Kdo) via SmI2-Mediated Reformatsky Reactions. Organic Letters, 23 (15) 6090-6093 doi:10.1021/acs.orglett.1c02158
Pokorny, Barbara, Kosma, Paul (2015) First and Stereoselective Synthesis of an α-(2→5)-Linked Disaccharide of 3-Deoxy-d-manno-oct-2-ulosonic Acid (Kdo). Organic Letters, 17. 110-113 doi:10.1021/ol5033128
Sun, Ao, Li, Zipeng, Wang, Yuchao, Meng, Shuai, Zhang, Xiao, Meng, Xiangbao, Li, Shuchun, Li, Zhongtang, Li, Zhongjun (2024) Stereocontrolled Synthesis of α‐3‐Deoxy‐d‐manno‐oct‐2‐ulosonic Acid (α‐Kdo) Glycosides Using C3‐p‐Tolylthio‐Substituted Kdo Donors: Access to Highly Branched Kdo Oligosaccharides. Angewandte Chemie International Edition, 63 (2) doi:10.1002/anie.202313985
Młynarski, Jacek, Banaszek, Anna (1999) Synthesis of 3-Deoxy-α-d-manno-oct-2-ulosonic Acid Glycoside (Kdo) and Its 2-Deoxy Analogue:  A Horner−Emmons Approach†. Organic Letters, 1. 1709-1711 doi:10.1021/ol990931j
(2002) Synthesis of C-8 Deuterated Glycosides of 3-Deoxy-D-manno-oct-2-ulosonic Acid (Kdo) Related to Chlamydial Lipopolysaccharides. Monatshefte f?r Chemie / Chemical Monthly, 133 (4) 561-570 doi:10.1007/s007060200029
Yang, Jin-Song, Ruan, Yu-Xiong, Wang, Hong-Yang, Li, Ling, Zhao, Yan-Li, Qin, Yong (2025) Effect of Protecting Groups and Activating Conditions on 3-Deoxy-d-glycero-d-galacto-2-nonulosonic Acid (Kdn) Glycosylation: Stereoselective Synthesis of α- and β-Kdn Glycosides. Organic Letters, 27 (1). doi:10.1021/acs.orglett.4c04325
Burke, Steven D., Sametz, Geoffrey M. (1999) Total Synthesis of 3-Deoxy-d-manno-2-octulosonic Acid (KDO) and 2-Deoxy-β-KDO. Organic Letters, 1. 71-74 doi:10.1021/ol9905506
Lou, Qixin, Hua, Qingting, Zhang, Liangliang, Yang, You (2020) Dimethylformamide-Modulated Kdo Glycosylation for Stereoselective Synthesis of α-Kdo Glycosides. Organic Letters, 22. 981-985 doi:10.1021/acs.orglett.9b04509
 
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