A simple and general entry to 5-substituted uridines based on the regioselective lithiation controlled by a protecting group in the sugar moiety

Autor:	Hiroyuki Hayakawa, Hiromichi Tanaka, Masayuki Itoh, Tadashi Miyasaka, Kikoh Obi
Rok vydání:	1987
Předmět:	chemistry.chemical_compound chemistry Stereochemistry Organic Chemistry Drug Discovery Electrophile Regioselectivity Sugar moiety Ribonucleoside Protecting group Biochemistry Uridine
Zdroj:	Tetrahedron Letters. 28:87-90
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)95656-9
Popis:	Lithiation of 2′,3′,5′-tris- O -( tert -butyldimethylsilyl)uridine with sec -BuLi/TMEDA occurs at the C-5 position with a high regioselectivity and subsequent reactions of the resulting C-5 lithiated species with a variety of electrophiles provides a general entry to 5-substituted uridines.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::06f633d96afd63964fe908ce374031ef https://doi.org/10.1016/s0040-4039(00)95656-9 Zobrazit plný text záznamu