Asymmetric synthesis of 4′-C-benzyl-2′,3′-dideoxynucleoside analogues from 3-benzyl-2-hydroxy-2-cyclopenten-1-one

Autor:	Marit Ilves, Anne Paju, Tiiu Kailas, Margus Lopp, Artur Jõgi, Aleksander-Mati Müürisepp, Tõnis Pehk
Rok vydání:	2008
Předmět:	Inorganic Chemistry Chemistry Stereochemistry 2-cyclopenten-1-one Yield (chemistry) Organic Chemistry 2'3' dideoxynucleoside Enantioselective synthesis Physical and Theoretical Chemistry Enantiomer Nucleoside Catalysis
Zdroj:	Tetrahedron: Asymmetry. 19:628-634
ISSN:	0957-4166
Popis:	Both enantiomers of the key intermediate, 2-benzyl-5-oxo-tetrahydro-furan-2-carboxylic acid were obtained by asymmetric oxidation of 3-benzyl-2-hydroxy-2-cyclopenten-1-one with an ee ⩾96%, using the tartaric ester/Ti(O i Pr) 4 / t -BuOOH complex, and transformed to the corresponding 4′-substituted nucleoside analogues with up to 61% overall yield.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::709806c58e67646fcedd720832bafca2 https://doi.org/10.1016/j.tetasy.2008.01.028 Zobrazit plný text záznamu Full Text from ScienceDirect