Enantioselective total synthesis of the potent anti-HIV nucleoside EFdA |
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| Authors: | Kageyama Masayuki Nagasawa Tomohiro Yoshida Mayumi Ohrui Hiroshi Kuwahara Shigefumi |
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| Institution: | Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University, Tsutsumidori-Amamiyamachi, Sendai 981-8555, Japan. |
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| Abstract: | A concise enantioselective total synthesis of 4'-ethynyl-2-fluoro-2'-deoxyadenosine (EFdA), an extremely potent anti-HIV agent, has been accomplished from (R)-glyceraldehyde acetonide in 18% overall yield by a 12-step sequence involving a highly diastereoselective ethynylation of an α-alkoxy ketone intermediate. |
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