89202-43-7Relevant academic research and scientific papers
N-Pentenyl-Type Glycosides for Catalytic Glycosylation and Their Application in Single-Catalyst One-Pot Oligosaccharide Assemblies
Zu, Yujia,Cai, Chenglin,Sheng, Jingyuan,Cheng, Lili,Feng, Yingle,Zhang, Shengyong,Zhang, Qi,Chai, Yonghai
supporting information, p. 8270 - 8274 (2019/10/14)
We have developed a new type of n-pentenyl-type glycosides that can be activated by catalytic amounts of promoter, Hg(NTf2)2 or PPh3AuCl/AgNTf2, at room temperature. The mild activation conditions and outstanding stability of common protection/deprotection manipulations enable the enynyl donors to have broad applications in constructing various glycosidic bonds. Furthermore, under the Hg(NTf2)2-catalyzed conditions, the sequential activation of different types of donors was achieved, based on which a gentiotetrasaccharide was synthesized via the newly developed single-catalyst one-pot strategy.
Acid-catalysed Benzylation and Allylation by Alkyl Trichloroacetimidates
Wessel, Hans-Peter,Iversen, Tommy,Bundle, David R.
, p. 2247 - 2250 (2007/10/02)
Benzyl and allyl trichloroacetimidate (1) and (2) are convenient reagents for the O-alkylation of hydroxy groups under mildly acidic conditions, wich are compatible with imide, ester, and acetal protecting groups.The base-catalyzed addition of benzyl alcohol or allyl alcohol to trichloroacetonitrile provides a simple synthesis of these imidates, but published methods for the recovery of related molecules by distillation leads to variable amounts of a rearranged product, N-alkyl trichloroacetamide.A modified procedure, suitable for the large scale synthesis of (1) and (2) without the need for a distillation step, is reported.The introduction of benzyl and allyl ethers to a variety of carbohydrate derivatives illustrates the potential of these reagents.
