A readily available chiral Brønsted acid was identified as an efficient catalyst for intramolecular Povarov reactions. Polycyclic amines containing three contiguous stereogenic centers were obtained with excellent stereocontrol in a single step from secondary anilines and aldehydes possessing a pendent dienophile. These transformations constitute the first examples of catalytic enantioselective intramolecular aza-Diels-Alder reactions.
A readily available chiral Brønsted acid was identified as an efficient catalyst for intramolecular Povarov reactions. Polycyclic amines containing three contiguous stereogenic centers were obtained with excellent stereocontrol in a single step from secondary anilines and aldehydes possessing a pendent dienophile. These transformations constitute the first examples of catalytic enantioselective intramolecular aza-Diels-Alder reactions.
Synthesis and Reactivity of 2,3-Dihydro-1H-pyrrolo(1,2-a)indole Derivatives, Analogues of the FR900482 and Mitomycin C Active Intermediates.-A series of the title pyrroloindoles are synthesized as analogues of the active intermediates of the natural products mitomycin C and FR900482, and their reactivity toward various nucleophiles is studied. -(ZHANG, W.; LOCURCIO, M.; LIN, C.-C.; JIMENEZ, L. S.; J. Heterocycl.
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