1309666-32-7Relevant 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
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.
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
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
