Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1390245 | Carbohydrate Research | 2013 | 11 Pages |
Abstract
•Glycosyl 3,3-dimethyl-4,5-allenoates as donors are easily prepared.•Oligosaccharides are obtained by treating glycosyl allenoates with alcohols.•The glycosylations proceed smoothly under the promotion of BDMS/AgOTf.•Allenic group is critical for the glycosylation of glycosyl allenoate.
A series of novel glycosyl allenoates were prepared by condensions of hemiacetals with 3,3-dimethyl-4,5-allenoic acid. Their glycosylations with various alcohols under the promotion of bromodimethylsulfonium bromide/silver triflate smoothly proceeded to produce disaccharides. Studies reveal that allenic group is crucial for the efficient glylcosylation of glycosyl allenoate.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Yongzhen Zhang, Peng Wang, Ni Song, Ming Li,