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通过 Selectfluor 的亲电氟化选择性合成α-氟代-β-酮基和α-氟代-β-氨基膦酸酯。

Selective synthesis of α-fluoro-β-keto- and α-fluoro-β-aminophosphonates via electrophilic fluorination by selectfluor.

机构信息

Department of Bioorganic Chemistry, Wroclaw University of Technology, Wybrzeze Wyspianskiego 27, 50-370 Wroclaw, Poland.

出版信息

J Org Chem. 2011 Feb 18;76(4):1170-3. doi: 10.1021/jo102276y. Epub 2011 Jan 18.

Abstract

A series of α-mono- and α,α-difluoro-β-ketophosphonates were synthesized in moderate to good yields with excellent selectivities via electrophilic fluorination by Selectfluor. Subsequently, synthetic potential of the obtained α-monofluoro-β-ketophosphonates was demonstrated by their application in synthesis of α-monofluoro-β-aminophosphonates, useful building blocks in the preparation of phosphapeptides.

摘要

通过 Selectfluor 的亲电氟化反应,以中等至良好的收率和优异的选择性合成了一系列α-单取代和α,α-二氟-β-酮膦酸酯。随后,通过应用所得到的α-单氟-β-酮膦酸酯合成α-单氟-β-氨基膦酸酯,展示了它们在制备磷肽中的有用构建块的合成潜力。

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