ChemInform Abstract: Synthesis of (α,α-Difluoroallyl)phosphonates from Alkenyl Halides or...

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1997 organo-phosphorus compounds, acyclic C derivatives

organo-phosphorus compounds, acyclic C derivativesS 0082

05 - 194Synthesis of (α,α-Difluoroallyl)phosphonates from Alkenyl Halides orAcetylenes. — In the context of exploring the utility of (difluoromethylene)phosphonates for the synthesis of new compounds of biological interest, thestereoselective preparation of the title phosphonates through the couplingreaction of an intermediate phosphinyldifluorozinc bromide with alkenyl halides,catalyzed by CuBr, is examined. A variety of alkenyl halides is used in orderto explore the scope and applicability of the method. In addition, it is foundthat this reagent system is also applicable to radical addition of the ( difluo-romethylene)phosphonate moiety to terminal acetylenes. — (YOKOMATSU,T.; SUEMUNE, K.; MURANO, T.; SHIBUYA, S.; J. Org. Chem. 61 (1996)20, 7207-7211; Sch. Pharm., Tokyo Univ. Pharm. Life Sci., Hachioji, Tokyo192-03, Japan; EN)

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