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New Ligand for Inverse-Electron-Demand Hetero-Diels-Alder Reaction
A. Barba, S. Barroso, G. Blay*, L. Cardona, M. Melegari, J. R. Pedro*
Universitat de València, Spain
19 August 2011 (online)
A new hydroxyl oxazoline derived from ketopinic acid was developed and successfully used for catalyzing the asymmetric hetero-Diels-Alder cycloaddition of enol ethers and β,γ-unsaturated α-keto esters. Unprecedented exo selectivity was obtained with 2,4-trans-disubstituted chiral 2,3-dihydropyrans with up to 88% ee.