Ambimodal Trispericyclic Transition State and Dynamic Control of Periselectivity.
Xiao-Song XueCooper S JamiesonMarc Garcia-BorràsXiaofei DongZhongyue J YangKendall N HoukPublished in: Journal of the American Chemical Society (2019)
We report an ambimodal trispericyclic transition state leading to [6+4]-, [4+6]-, and [8+2]-cycloadducts in the reactions of 8,8-disubstituted heptafulvenes with 6,6-dimethylfulvene. The potential energy surfaces for these reactions were explored with ωB97X-D density functional theory. Quasi-classical direct molecular dynamics simulations gave information on the ratios of products expected in these reactions.