1309666-34-9Relevant academic research and scientific papers
A Highly Efficient Glycosidation of Glycosyl Chlorides by Using Cooperative Silver(I) Oxide–Triflic Acid Catalysis
Geringer, Scott A.,Singh, Yashapal,Hoard, Daniel J.,Demchenko, Alexei V.
, p. 8053 - 8063 (2020/06/05)
Following our discovery that silver(I) oxide-promoted glycosylation with glycosyl bromides can be greatly accelerated in the presence of catalytic TMSOTf or TfOH, we report herein a new discovery that glycosyl chlorides are even more effective glycosyl do
O-Glycosylation Enabled by N-(Glycosyloxy)acetamides
Liu, Miao,Li, Bo-Han,Xiong, De-Cai,Ye, Xin-Shan
, p. 8292 - 8303 (2018/07/05)
A novel glycosylation protocol has been established by using N-(glycosyloxy)acetamides as glycosyl donors. The N-oxyacetamide leaving group in donors could be rapidly activated in the presence of Cu(OTf)2 or SnCl4 under microwave irr
Investigation of Glycosyl Nitrates as Building Blocks for Chemical Glycosylation
Wang, Tinghua,Singh, Yashapal,Stine, Keith J.,Demchenko, Alexei V.
, p. 6699 - 6705 (2018/11/23)
Glycosyl nitrates are important synthetic intermediates in the synthesis of 2-amino sugars, 1,2-orthoesters or, more recently, 2-OH glucose. However, glycosyl nitrates have never been glycosidated. Presented herein is our first attempt to use glycosyl nitrates as glycosyl donors for O-glycosylation. Lanthanide triflates showed good affinity to activate the nitrate leaving group.
S-benzimidazolyl glycosides as a platform for oligosaccharide synthesis by an active-latent strategy
Hasty, Scott J.,Kleine, Matthew A.,Demchenko, Alexei V.
, p. 4197 - 4201 (2011/07/07)
Doing the Biz: The S-benzimidazolyl (SBiz) anomeric moiety is a new leaving group that can be activated for glycosylation under a variety of conditions, including metal-assisted and alkylation pathways. Application of a substituted SBiz moiety (X=anisoyl, see picture) allows active-latent and armed-disarmed types of oligosaccharide assembly. Copyright
