Title

Evidence for a concerted [4+1]-cycloaddition between electron-rich carbenes and electron-deficient dienes

Document Type

Article

Publication Date

2007

Publication Title

Organic Letters

Department

Chemistry

Abstract

Results from the thermal reactions of deuterated dienes 12?15 provide evidence of the concertedness of the [4 + 1]-cycloaddition between dimethoxycarbene and electron-deficient dienes. Other evidence suggests that the main pathway is a concerted [4 + 1]-cycloaddition rather than a cyclopropanation followed by a vinylcyclopropane rearrangement. Ionic pathways can become competitive when steric or geometrical constraints are present.

ISSN

1523-7060