High sensitivity towards m-substituents (ρ=+ 3·8) in cinnamyl alcohols and the stereochemistry of ring closure in 2-methyl-3-phenylprop-2-en-1-ol(IV), 2,3-dimethyl-3-phenylprop-2-en-1-ol, and in 4-phenylbut-3-en-2-ol(V), support the intervention of carbanions in the phenylcyclopropane yielding 1,3-elimination of the organoaluminium intermediate (I).
M. J. Jorgenson and A. F. Thacher, J. Chem. Soc. D, 1969, 1290 DOI: 10.1039/C29690001290
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