?-COMPLEXES OF TRANSITION METALS IN ORGANIC SYNTHESIS. 9. REACTIONS OF ALLYL ORGANOMANGANESE COMPOUNDS WITH γ-BROMINE DERIVATIVES OF ESTERS OF α,β-UNSATURATED CARBOXYLIC ACIDS

Article abstract of DOI:10.1007/BF00957998

The allyl Mn(II) organic compounds R1CH=C(R2)CH2MnCl (R1=H, Me; R2=H, Me, Bu), obtained in situ from Grignard reagents and LiMnCl4, react with esters of 4-bromocrotonic, (2-bromobutylidene)-, (4-bromo-2-butenylidene)-, (2-bromoisobutylidene)malonic, and (2-bromoheptylidene)cyanoacetic acids in THF at -78 to +20 deg C to give derivatives of substituted cyclopropanecarboxylic or cyclopropane-1,1-dicarboxylic acids.These derivatives contain a fragment of the allyl type.When ethers of 2-(bromomethyl)acrylic, 4-bromo-2-methyl-, and 4-bromo-3-methyl-2-butenoic acids are used, cross-combination products result.