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 |
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| Authors: | Atsushi Kittaka Yasuhiko Tsubaki Hiromichi Tanaka Kazuo T. Nakamura Tadashi Miyasaka |
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| Affiliation: | School of Pharmaceutical Sciences, Showa University , 1-5-8 Hatanodai, Shinagawa-ku, Tokyo , 142 , Japan |
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| Abstract: | Abstract 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. |
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