Fluorination of (+)-chiro-inositol with SF4/HF to give 2α,3β-difluoro-7-oxabicyclo[2.2.1]heptane-5α,6α-sulfite

Autor:	Christopher S. Frampton, Paul L. Coe, W.Anthony Thomas, Ian W. A. Whitcombe, Peter Maunder, Joseph Armstrong Martin
Rok vydání:	2002
Předmět:	Heptane Single product Chemistry Organic Chemistry Carbon-13 NMR Biochemistry Inorganic Chemistry chemistry.chemical_compound Sulfite Environmental Chemistry Organic chemistry Inositol Physical and Theoretical Chemistry Spectroscopy Chiro-inositol
Zdroj:	Journal of Fluorine Chemistry. 115:13-20
ISSN:	0022-1139
Popis:	The fluorination of (+)- chiro -inositol with SF 4 /HF under moderate conditions affords a single product studied by 1 H and 19 F and 13 C NMR spectroscopy. These have been fully assigned with the aid of other physical techniques and compared with a computer-generated model. This data indicate the product to be 2α,3β-difluoro-7-oxabicyclo[2.2.1]heptane-5α,6α-sulfite 3 which was subsequently confirmed by single-crystal X-ray analysis. A mechanism for the reaction is proposed and is compared with that proposed for the formation of the product obtained from the fluorination of myo -inositol.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::fcee43e7f51a6c214eb3625177638e79 https://doi.org/10.1016/s0022-1139(01)00571-1 Zobrazit plný text záznamu Full Text from ScienceDirect