Tetrahedron p. 8953 - 8966 (1999)
Update date:2022-09-26
Topics:
Bland, Douglas
Chambournier, Gilles
Dragan, Vladimir
Hart, David J.
Intramolecular conjugate addition reactions of 4,4-disubstituted-2,5- cyclohexadien-1-ones are described within the context of possible approaches to manzamine A. Amine 4 provided tricycle 6, with improper relative stereochemistry for use in an approach to manzamine A. Carbamates 25 and 38 gave perhydroindoles 26 and 28 b under conditions of thermodynamic control, respectively, with the proper relative stereochemistry required for manzamine A. Carbamate 25 gave diastereomeric perhydroindole 27 under conditions of thermodynamic control.
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