期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 23, 页码 12613-12623出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02367
关键词
-
资金
- National Nature Science Foundation of China [21772049]
Straightforward S-S bond formation via the oxidation of S-acetyl group by iodine was reported here. The reaction was further applied in the synthesis of per-O-acetylated glycosyl disulfides. These studies demonstrated great improvement in reaction rate, yield, and general convenience in the presence of N-iodosuccinimide. Furthermore, selectively deacetylated glycosyl thiols were obtained in high yields when these per-O-acetylated glycosyl disulfides were reduced with tris(2-carboxyethyl)-phosphine (TCEP). Our method supplied an efficient way to obtain both per-O-acetylated glycosyl disulfides and per-O-acetylated glycosyl thiols in which the sulfur group was located at any position.
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