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Synlett 2001; 2001(2): 0287-0289
DOI: 10.1055/s-2001-10795
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Synthesis of Allenic (α,α-Difluoromethylene)phosphonates from Propargylic Tosylates and Acetates

Tsutomu Yokomatsu* , Ai Ichimura, Junya Kato, Shiroshi Shibuya
  • *School of Pharmacy, Tokyo University of Pharmacy & Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan; Fax +81-426-76-3239; E-mail: shibuyas§ps.toyaku.ac.jp
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Publikationsdatum:
31. Dezember 2001 (online)

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Copper(I) bromide-promoted reactions of bromo[(diethoxyphosphoryl)difluoromethyl]zinc reagent 2 with propargylic tosylates and acetates were examined. The reaction proceeded in an SN2′ manner to give allenic (α,α-difluoromethylene)phosphonates in good to excellent yield.

allenes - addition reaction - organometallic reagents - phosphate mimics - fluorine

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