著者

島村 賢 高橋 基将 藤本 泰典 安岡 宏 伊藤 孝之

出版者

公益社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.75, no.2, pp.121-133, 2017-02-01 (Released:2017-04-06)

参考文献数

42

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(2-Deoxy-2-fluoro-4-thio-β-d-arabinofuranosyl)thymine (S-FMAU) was synthesized very efficiently from corresponding d-arabinofuranose derivative 16a which was available in bulk. Three important transforming methods were mainly described. One was the practical inversional bromination process for secondary alcohol generated by opening furanose ring. Another was the highly efficient thiofuranose synthesis via intramolecular carbonyl assisted SN2 reaction. And the last was the β-selective glycosylation process with thymine derivative. Applications of the thiofuranose synthesis using intramolecular carbonyl assist were also discussed.