Acceleration of diels-alder reactions by remote methyl groups

Published: Jan. 1, 1989, 11 a.m.

The hexamethyl substituted bismethylenecyclopentane 1a is 4 to 7 times more reactive towards the acetylenic dienophiles 2 and 3 than the nonmethylated 1,2-bismethylenecyclopentane 1b. This unusual consequence of branching is explained in terms of steric and electronic effects.