Organic letters

Oppolzer-type intramolecular Diels–Alder cycloadditions via isomerizations of allenamides

JB Feltenberger, RP Hsung

Index: Feltenberger, John B.; Hsung, Richard P. Organic Letters, 2011 , vol. 13, # 12 p. 3114 - 3117

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Citation Number: 23

Abstract

A new approach to Oppolzer's intramolecular Diels–Alder cycloaddition (IMDA) through γ- isomerization of readily available N-tethered allenamides is described. These IMDA reactions are carried out in tandem with the allenamide isomerization or 1, 3-H shift, leading to complex nitrogen heterocycles in a highly stereoselective manner.