A simple stereoselective synthesis of biologically important 2-halo-2,3-dideoxy-arabinose derivatives from 1,1,1,2-tetrafluoroethane (134a) and 1-chloro-2,2,2-trifluoroethane (133a)

Autor:	James Burdon, Paul L. Coe, I. B. Haslock
Rok vydání:	2000
Předmět:	Arabinose Stereochemistry Organic Chemistry Trifluoroethane Biochemistry 1 1 1 2-Tetrafluoroethane Inorganic Chemistry chemistry.chemical_compound Stereospecificity chemistry Environmental Chemistry Organic chemistry Stereoselectivity Physical and Theoretical Chemistry
Zdroj:	Journal of Fluorine Chemistry. 102:43-50
ISSN:	0022-1139
DOI:	10.1016/s0022-1139(99)00241-9
Popis:	A simple stereoselective three step synthesis of 2-fluoro- and 2-chloro-2,3-dideoxy arabinose derivatives from the readily available starting materials, (R)-glycidol and either 1,1,1,2-tetrafluoroethane (134a) or 1-chloro-2,2,2-trifluroethane (133a), is described. This compares very favourably with the multistep syntheses previously described in the literature. A mechanistic interpretation of the reaction via an unfavourable 5-endo-trig cyclisation is given.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1ce0ea8b58ced53f72b213137ef999d5 https://doi.org/10.1016/s0022-1139(99)00241-9 Zobrazit plný text záznamu Full Text from ScienceDirect