2253-15-8Relevant articles and documents
A synthesis of γ-trifluoromethyl α,β-unsaturated γ-butyrolactones using CF3SiMe3 as a trifluoromethylating agent
Masusai, Chonticha,Soorukram, Darunee,Kuhakarn, Chutima,Tuchinda, Patoomratana,Pakawatchai, Chaveng,Saithong, Saowanit,Reutrakul, Vichai,Pohmakotr, Manat
, p. 6650 - 6658 (2013/09/24)
A general synthesis of γ-trifluoromethyl α,β-unsaturated γ-butyrolactones is described. The fluoride-catalyzed nucleophilic addition of a trifluoromethyl (CF3) group generated from (trifluoromethyl)trimethylsilane (CF3SiMe3, Ruppert-Prakash reagent) to a masked maleic anhydride 1 (cyclopentadiene-maleic anhydride adduct) provides the corresponding adducts 2 with high stereoselectivity. The γ-trifluoromethyl α,β-unsaturated γ-butyrolactones 4 were obtained after treatment of the adducts 2 with Grignard reagents, followed by flash-vacuum pyrolysis.
