1,3-Dipolar cycloaddition approach to pyrrolidine analogues of C-nucleosides related to pseudouridine

Autor:	Evdoxia Coutouli-Argyropoulou, Sakellarios Trakossas
Rok vydání:	2011
Předmět:	chemistry.chemical_classification Chemistry Stereochemistry Organic Chemistry Regioselectivity Biochemistry Pseudouridine Pyrrolidine Cycloaddition Nitrone chemistry.chemical_compound Drug Discovery 1 3-Dipolar cycloaddition Stereoselectivity Allyl alcohol
Zdroj:	Tetrahedron. 67:1915-1923
ISSN:	0040-4020
DOI:	10.1016/j.tet.2011.01.020
Popis:	Pyrrolidine analogues of C-nucleosides related to pseudouridine have been synthesized by 1,3-dipolar cycloaddition reactions of uracil-5 and 2,4-dimethoxypyrimidine-5 nitrones with allyl alcohol and methyl acrylate, and subsequent reductive cleavage of the isoxazolidine cycloadducts. The dimethoxy derivatives have been easily deprotected to the corresponding uracils bearing the pyrrolidine ring instead of a sugar moiety. The regio and stereoselectivity of the reactions are discussed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3664ce72763da46302e078dc4c942b21 https://doi.org/10.1016/j.tet.2011.01.020 Zobrazit plný text záznamu Full Text from ScienceDirect