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Unprecedented chlorination of 2,2′-anhydro-5,6-dihydropyrimidine nucleosides during DDQ oxidation

✍ Scribed by Palle V.P. Pragnacharyulu; Elie Abushanab

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 156 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)00727-2

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✦ Synopsis

Chloride ion, derived from 2,3-dichloro-5,6-dicyanohydroquinone (DDHQ), was found to participate in opening of the 2,2'-anhydro bond of 5,6-dihydropyrimidine nucleosides, but not their 5,6unsaturated counterparts. The increased basicity of the nucleosidic nitrogen is believed to be a factor in this unprecedented reaction.

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