USE OF ATOM-TRANSFER RADICAL CYCLIZATIONS AS AN EFFICIENT ENTRY INTO A NEW SEROTONERGIC AZANORADAMANTANE

被引:13
作者
FLYNN, DL
BECKER, DP
NOSAL, R
ZABROWSKI, DL
机构
[1] Department of Chemistry, Searle Research and Development, Skokie, IL 60077
关键词
AZANORADAMANTANE; 3-AZABICYCLO[3.3.0]OCTANE; SEROTONIN;
D O I
10.1016/S0040-4039(00)60166-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A route to azanoradamantanes is described which makes use of an atom-transfer radical cyclization to afford 3-azabicyclo[3.3.0]octanes 3A and 3B. Subsequent elaboration of exo-allylamine functionality, followed by cyclization of the endo-hydroxymethyl intermediate 9, affords the new azanoradamantanes 11 and 4. This new azatricyclic system is useful for producing serotonin 5-HT3 antagonists and 5-HT4 agonists.
引用
收藏
页码:7283 / 7286
页数:4
相关论文
共 5 条