Reaction of olefins with CHFBr2 and BuLi gave stereospecific cis and trans isomers of alkyl-substituted fluorocyclopropanes (I, R, R1, R2, R3 = H, Me, Pr, C5H11). The addn. was also stereoselective with preferred formation of the syn isomers of I. Therefore, London dispersion forces seem not to be the origin of the syn stereoselectivity obsd. with carbene addn. reactions. [on SciFinder (R)]
1971
104
6
1934
41
CAN 75:76195 24 Alicyclic Compounds Org.-Chem. Inst.,Univ. Heidelberg,Heidelberg,Fed. Rep. Ger. Journal 0009-2940 written in German. 6519-46-6; 6547-42-8 Role: RCT (Reactant), RACT (Reactant or reagent) (mixture with isomer); 16646-97-2P; 16646-98-3P; 17370-50-2P; 19144-90-2P; 19144-91-3P; 22842-15-5P; 22842-16-6P; 33047-46-0P; 33047-47-1P; 33047-49-3P; 33047-50-6P; 33190-24-8P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 2465-56-7D (Methylene) Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with olefins)
REVIEWED