TY - JOUR
T1 - Synthetic Strategies for the Construction of Enantiomeric Azanoradamantanes
AU - Becker, Daniel
AU - Nosal, Roger
AU - Zabrowski, Daniel L.
AU - Flynn, Daniel
PY - 1997/1/6
Y1 - 1997/1/6
N2 - 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.
AB - 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.
KW - enantiomeric azanoradamantanes
UR - https://ecommons.luc.edu/chemistry_facpubs/14
U2 - 10.1016/S0040-4020(96)00973-8
DO - 10.1016/S0040-4020(96)00973-8
M3 - Article
VL - 53
JO - Chemistry: Faculty Publications and Other Works
JF - Chemistry: Faculty Publications and Other Works
IS - 1
ER -