Efficient synthesis of 5-thio-d-arabinopyranose and 5-thio-d-xylopyranose from the corresponding d-pentono-1,4-lactones

Autor:	Imane Stasik, Gilles Demailly, Daniel Beaupère, Jérôme Lalot
Rok vydání:	2003
Předmět:	Arabinose Xylose Stereochemistry Organic Chemistry Halogenation Regioselectivity General Medicine Biochemistry Analytical Chemistry Lactones chemistry.chemical_compound 5-thio-D-arabinopyranose chemistry Yield (chemistry) 5-thio-D-xylopyranose
Zdroj:	Carbohydrate Research. 338:2241-2245
ISSN:	0008-6215
Popis:	5-Thio-D-arabinopyranose (5) and 5-thio-D-xylopyranose (10) were synthesized from the corresponding D-pentono-1,4-lactones. After regioselective bromination at C-5, transformation into 5-S-acetyl-5-thio derivatives, reduction into lactols and deprotection afforded the title compounds in 49 and 42% overall yield, respectively.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a68a18328a20488d26bb623ab607754a https://doi.org/10.1016/s0008-6215(03)00372-0 Zobrazit plný text záznamu Full Text from ScienceDirect