期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2013, 期 32, 页码 7221-7262出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300798
关键词
Rearrangement; Allylic compounds; Carbohydrates; Glycals; Glycosylation; Diastereoselectivity
资金
- Ministerio de Ciencia e Innovacion (MICINN)
- Comunidad de Madrid [CTQ2009-10343, CTQ2012-32114, S2009/PPQ-1752]
- Consejo Superior de Investigaciones Cientificas (CSIC)
Glycals (1,2-unsaturated, cyclic carbohydrate derivatives) readily undergo (catalyzed) substitution reactions at C-1 accompanied by allylic rearrangement. This reaction, currently named Ferrier rearrangement, or the Ferrier I reaction, has established itself as a useful synthetic tool for carbohydrate transformations. By means of this reaction, glycals can be converted into highly useful 2,3-unsaturated glycosides. This review summarizes recent developments in the use of promoters for the Ferrier rearrangement of O-, N-, C- and S-nucleophiles with glycals.
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