Tetrahedron letters

Convenient preparation and functionalization of 2-metallated pentafluoropropenes

PA Morken, H Lu, N Akihiro, DJ Burton

Index: Morken, Peter A.; Lu, Hengyao; Nakamura, Akihiro; Burton, Donald J. Tetrahedron Letters, 1991 , vol. 32, # 34 p. 4271 - 4274

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Citation Number: 48

Abstract

The title compounds are prepared by metallation of CF 3 CH=CF 2 with LDA or t-BuLi or by metallation of CF 3 CBr 2 CF 3 with 2 equivalents of zinc. CF 3 (C(ZnX)=CF 2 undergoes halogenation, oxidative dimerization, allylation and acylation reactions. ... The reactions of the zinc reagent with H + , FeCl 3 , CuBr 2 , NBS, I 2 , allyl chloride, and C 2 H 5 COCl/CuBr are described. ... 19 F NMR (DMAC, CFCl 3 , 90 MHz) δ −49.0 (dd, J=18, 13 Hz, 3F), −60.9 (dq, J=37, 18 Hz, 1F), ...

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