The [π2 +σ2 +σ2] cycloaddition of 3-oxaquadricyclane with ethenetetracarbonitrile
Abstract
3-Oxaquadricyclane (3a) reacted with ethenetetracarbonitrile in a [π2 +σ2 +σ2] manner to produce (5), demonstrating 1,5-attack in the concerted reaction of 3-heteroquadricyclanes, a result expected on the basis of molecular orbital analyses.