The amino azanoradamantane hexahydro-2,5b-methano-IH-3aS,3aa,6aa-cyclopenta-[clpyrrole-4a-amine 1and the corresponding enantiomer ent-1 have been prepared along with benzamide derivatives SC-52491and SC-52490, respectively, which are of pharmaceutical interest. The key meso-azabicyclo[3.3.0] intermediate 3 was prepared via three separate routes: a [3+2] cycloaddition route, a radical cyclization/ionic cyclization route, and a reductive Pauson-Khand route.
Becker, Daniel; Nosal, Roger; Zabrowski, Daniel L.; and Flynn, Daniel. Synthetic Strategies for the Construction of Enantiomeric Azanoradamantanes. Tetrahedron Letters, 53, 1: , 1997. Retrieved from Loyola eCommons, Chemistry: Faculty Publications and Other Works, http://dx.doi.org/10.1016/S0040-4020(96)00973-8
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