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. 2011 Oct 7;13(19):5264-6.
doi: 10.1021/ol202116k. Epub 2011 Sep 2.

Enantioselective total synthesis of the potent anti-HIV nucleoside EFdA

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Enantioselective total synthesis of the potent anti-HIV nucleoside EFdA

Masayuki Kageyama et al. Org Lett. .

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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