127311-24-4Relevant academic research and scientific papers
Formal Cycloaddition of Benzylic Cations with Alkenes
Angle, Steven R.,Arnaiz, Damian O.
, p. 5937 - 5947 (2007/10/02)
The reaction of benzylic cations with styrenes affords dihydro(1H)indenes in good yield via a formal atom cycloadditon.The cations were generated from quinone methides and benzylic alcohols. (E)-Styrenes participate in the reaction with remarkable stereoselectivity affording dihydro(1H)indenes with three stereogenic centers with >40:1 diastereoselectivity.A possible transition state for the reaction is discussed.Less activated alkenes such as dihydropyran and methylcyclohexane afforded cycloadducts in 66percent and 51percent yields, respectively.
