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Baran, Janusz and Mayr, Herbert (1989): Acceleration of diels-alder reactions by remote methyl groups. In: Tetrahedron, Vol. 45, No. 11: pp. 3347-3350 [PDF, 349kB]


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.

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