ChemInform Abstract: Stereoselective Radical-Tandem Reaction of Aniline Derivatives with (5R)-5-Menthyloxy-2,5-dihydrofuran-2-one Initiated by Photochemical Induced Electron Transfer.
Abstract
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ChemInform Abstract
The stereoselective addition of tertiary aromatic amines (II) and (V) to furanone (I) leads to the corresponding quinolines (III), (IV), (VI), and (VII) through a radical-tandem process. Under optimized reaction conditions, the facial diastereoselectivity is about 90%. In the reaction of (I) with (V) the configuration of the second chiral center is not efficiently controlled. Thus, the products (VI) and (VII) are obtained in similar yields.