Authors: Huw M. L. Davies and Xing Dai
J. Org. Chem.,
2005, 70 (17), 6680–6684
A highly stereoselective formal inverse electron demand hetero Diels−Alder reaction (HDA) occurs on reaction of 2-aryl-α,β-unsaturated aldehydes with cyclopentadiene. The major pathway for this transformation is shown to be a Lewis acid-catalyzed tandem Diels−Alder reaction/retro-Claisen rearrangement.