52290-13-8Relevant academic research and scientific papers
Semiempirical AM1 Calculations on the Competing 1- and 4-Alkylation of 2-Methylbuta-1,3-diene with Primary Allylic Cations
Martin, Ivar,Muks, Elvi
, p. 52 - 53 (2007/10/03)
The strict regioselectivity of the attack of various carbenium ions on 2-methylbuta-1,3-diene at C-1 is not valid in the case of primary-tertiary allylic cations (such as 2-5) which also attack at C-4 (≈20%), a phenomenon which is rationalized by a cyclic HOMO-LUMO interaction of isoprene and allylic cations.
