Acceleration of diels-alder reactions by remote methyl groups

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

Abstract

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.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy
• Subjects: 500 Science > 540 Chemistry