Lewis acid-catalyzed tandem Diels-Alder reaction/retro-Claisen rearrangement as an equivalent of the inverse electron demand hetero Diels-Alder reaction.
A highly stereoselective formal inverse electron demand hetero Diels-Alder reaction (HDA) occurs on reaction of 2-aryl-alpha,beta-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.
Davies
Huw M L
HM
Department of Chemistry, University at Buffalo, The State University of New York, Buffalo, NY 14260-3000, USA. hdavies@acsu.buffalo.edu
Dai
Xing
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