期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 78, 期 8, 页码 4165-4170出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo400274s
关键词
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资金
- Natural Science Foundation of Zhejiang Province [R4110195]
- Research Frontier Program of Science Foundation Ireland
We describe here the first synthesis of thioglycoside analogues of maradolipid, based on a new procedure for the synthesis of 1-thiotrehalose developed recently in our laboratories. The challenging alpha,alpha-(1 -> 1') thioglycosidic linkage was constructed by Schmidt's inverse procedure in very high yield and excellent stereoselectivity. Subsequent protecting group manipulation and coupling with different fatty acids led smoothly to a group of symmetrical and unsymmetrical thiomaradolipids which would be of high value for biological studies.
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