New asymmetric synthesis of enantiomeric pairs of the 2-substituted pyrrolidines bgugaine and irniine

被引:16
|
作者
Takahata, H [1 ]
Ihara, K [1 ]
Kubota, M [1 ]
Momose, T [1 ]
机构
[1] Toyama Med & Pharmaceut Univ, Fac Pharmaceut Sci, Toyama 93001, Japan
关键词
D O I
10.3987/COM-97-S26
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new asymmetric route to 2-substituted pyrrolidines starting with the Sharpless asymmetric dihydroxylation (AD) of 4-pentenylphthalimide (5) followed by aminocyclization of the resultant amino alcohol is presented. The application to the asymmetric synthesis has been examined for two 2-substituted pyrrolidine alkaloids, bgugaine (1) and irniine (2).
引用
收藏
页码:349 / 356
页数:8
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