Journal
ORGANIC LETTERS
Volume 5, Issue 14, Pages 2509-2512Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol034776r
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[GRAPHICS] Acid-catalyzed condensation of aromatic amines with delta,epsilon-unsaturated aldehydes, followed by intramolecular formal hetero Diels-Alder reaction, is described as a potential route to the cyclopenta[b]quinoline substructure of isoschizozygane alkaloids. Reactions are highly diastereoselective and produce adducts with up to four contiguous stereocenters.
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