Tandem radical cyclization-oxygenation of 6-(2,2-dibromovinyl)-1-(2-deoxy-D-erythro-pent-1-enofuranosyl)-uracil: Synthesis of anomeric spiro nucleosides having arabino and ribo configurations

Article abstract of DOI:10.1080/07328319608002373

Radical-mediated 5-exo-trig cyclization of 6-(2,2-dibromovinyl)-1-(2-deoxy-D-erythro-pent-1-enofuranosyl)uracil, when carried out in the presence of oxygen, furnished an anomeric spiro nucleoside having arabino-configuration. The corresponding ribofuranosyl analogue was also synthesized via the 2′-keto derivative.

Full text of DOI:10.1080/07328319608002373

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Nucleosides and Nucleotides
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Tandem Radical Cyclization-
Oxygenation of 6-(2,2-Di-
bromovinyl)-1-(2-deoxy-d-erytho-
pent-1-enofuranosyl)-uracil: Synthesis
of Anomeric Spiro Nucleosides Having
Arabino and Ribo Configurations
Atsushi Kittaka a , Yasuhiko Tsubaki a , Hiromichi Tanaka a
Kazuo T. Nakamura a & Tadashi Miyasaka a
,
a School of Pharmaceutical Sciences, Showa University , 1-5-8
Hatanodai, Shinagawa-ku, Tokyo, 142, Japan
Published online: 21 Aug 2006.
To cite this article: Atsushi Kittaka , Yasuhiko Tsubaki , Hiromichi Tanaka , Kazuo T. Nakamura
& Tadashi Miyasaka (1996) Tandem Radical Cyclization-Oxygenation of 6-(2,2-Di-bromovinyl)-1-
(2-deoxy-d-erytho-pent-1-enofuranosyl)-uracil: Synthesis of Anomeric Spiro Nucleosides Having
Arabino and Ribo Configurations, Nucleosides and Nucleotides, 15:1-3, 97-107
To link to this article: http://dx.doi.org/10.1080/07328319608002373
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