Tetrahedron p. 11787 - 11802 (1999)
Update date:2022-08-03
Topics:
Becker, Daniel P.
Husa, Robert K.
Moormann, Alan E.
Villamil, Clara I.
Flynn, Daniel L.
A racemic synthesis of azanoradamantane (±)-3 was accomplished via Yamamoto's MAD-catalyzed Diels-Alder protocol. Subsequently, a scalable asymmetric synthesis of azanoradamantane benzamide SC-52491 was carried out employing Helmchen's asymmetric Diels-Alder methodology to construct all four contiguous asymmetric centers with the correct relative stereochemistry and in 99.3% e.e.
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