Short, stereoselective syntheses of α-fluoroalkenoate derivatives, α-fluoroenones and α-fluoroenals from HFC-134a

Kanai, M and Percy, Jonathan (2000) Short, stereoselective syntheses of α-fluoroalkenoate derivatives, α-fluoroenones and α-fluoroenals from HFC-134a. Tetrahedron Letters, 41 (14). 2453–2455. ISSN 0040-4039 (https://doi.org/10.1016/S0040-4039(00)00154-4)

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Abstract

Readily-available 1,1,1,2-tetrafluoroethane (Klea HFC-134a) can be converted, via a two-pot sequence into a range of Z--fluoroalkenoyl derivatives following addition reactions to aldehydes. Reaction adducts can be processed into enals and enones upon hydride reduction or Grignard reagent addition in high yield.