Synthetic studies on (+)-manzamine A: stereoselective synthesis of the tetracyclic core framework.
The stereoselective synthesis of the tetracyclic intermediate 3 for (+)-manzamine A (1) has been achieved. The key features of this stereoselective synthesis of 3 are the Rh-catalyzed asymmetric hydrogenation and a diastereoselective intermolecular Diels-Alder reaction. The 8-membered ring is efficiently constructed utilizing our Ns-strategy.
Kita
Yoichi
Y
Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, Japan.
Toma
Tatsuya
T
Kan
Toshiyuki
T
Fukuyama
Tohru
T
D002227:Carbazoles / Q000138:chemical synthesis*; D011083:Polycyclic Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
D002227:Carbazoles; D011083:Polycyclic Compounds; C078290:manzamine A