期刊
ORGANIC LETTERS
卷 17, 期 22, 页码 5606-5609出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02823
关键词
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资金
- Ministry of Science and Technology of China [2012CB822100, 2013CB910700]
- National Natural Science Foundation of China [21232002, 21572012]
- Beijing Natural Science Foundation [2142015]
- Beijing Higher Education Young Elite Teacher Project [YETP0063]
A glycosyl coupling reaction via photoinduced direct activation of thioglycosides and subsequent O-glycosylation in the absence of photosensitizer was developed for the first time. This reaction underwent a selectively homolytic cleavage of a C-S bond to generate a glycosyl radical, which was oxidized to an oxacarbenium ion by Cu(OTf)(2), and a sequential O-glycosylation. A wide range of glycosides were synthesized in moderate to excellent yield using sugars, amino acids, or cholesterol as the acceptors.
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