Synthesis of 2,3-unsaturated glycosides via metal-free Ferrier reaction

Autor:	Kavita De, Julien Legros, Danièle Bonnet-Delpon, Benoit Crousse
Rok vydání:	2008
Předmět:	chemistry.chemical_classification Allylic rearrangement Glycosylation Chemistry Organic Chemistry Glycoside chemistry.chemical_element Biochemistry Ferrier carbocyclization chemistry.chemical_compound Metal free Drug Discovery Fluorine Organic chemistry Glucal
Zdroj:	Tetrahedron. 64:10497-10500
ISSN:	0040-4020
DOI:	10.1016/j.tet.2008.09.005
Popis:	Hexafluoroisopropanol (HFIP) is explored as an effective medium for the synthesis of 2,3-unsaturated glycosides through allylic rearrangement of 3,4,6-tri-O-acetyl glucal. This metal-free, exclusively solvent-promoted Ferrier glycosylation, affords products in good to excellent yields and with good α-selectivity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::08b3a0109646b9515da900ff2c9313d9 https://doi.org/10.1016/j.tet.2008.09.005 Zobrazit plný text záznamu Full Text from ScienceDirect