General strategy for the construction of enantiopure pyrrolidine-based alkaloids. Total synthesis of (-)-monomorine

被引:31
|
作者
Zhang, Suhong [1 ]
Xu, Liang [1 ]
Miao, Lei [1 ]
Shu, Hong [1 ]
Trudell, Mark L. [1 ]
机构
[1] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 08期
关键词
D O I
10.1021/jo062532p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantiopure cis-2,5-disubstituted pyrrolidine building block was prepared from cocaine. The synthetic utility of this compound as a chiral building block was demonstrated by a short and efficient synthesis of the pyrrolidine-based alkaloid (-)-monomorine (six steps, 37% overall yield).
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页码:3133 / 3136
页数:4
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