Synthetic strategies for the construction of enantiomeric azanoradamantanes

被引:15
作者
Becker, DP
Nosal, R
Zabrowski, DL
Flynn, DL
机构
[1] Department of Medicinal Chemistry, Searle Research and Development, Skokie
关键词
D O I
10.1016/S0040-4020(96)00973-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The amino azanoradamantane hexahydro-2,5b-methano-1H-3aS, 3aa,6aa-cyclopenta-[c]pyrrole-4a-amine 1 and the corresponding enantiomer ent-1 have been prepared along with benzamide derivatives SC-52491 and 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. Copyright (C) 1996 Elsevier Science Ltd
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页码:1 / 20
页数:20
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