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- Title
Efficient Synthesis of 2-OH Thioglycosides from Glycals Based on the Reduction of Aryl Disulfides by NaBH 4.
- Authors
Guo, Yang-Fan; Luo, Tao; Feng, Guang-Jing; Liu, Chun-Yang; Dong, Hai
- Abstract
An improved method to efficiently synthesize 2-OH thioaryl glycosides starting from corresponding per-protected glycals was developed, where 1,2-anhydro sugars were prepared by the oxidation of glycals with oxone, followed by reaction of crude crystalline 1,2-anhydro sugars with NaBH4 and aryl disulfides. This method has been further used in a one-pot reaction to synthesize glycosyl donors having both "armed" and "NGP (neighboring group participation)" effects.
- Subjects
GLYCALS; DISULFIDES; PEROXYMONOSULFATE; SUGARS; OXIDATION; PARTICIPATION
- Publication
Molecules, 2022, Vol 27, Issue 18, p5980
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules27185980