Improved protocol for asymmetric, intramolecular heteroatom Michael addition using organocatalysis: Enantioselective syntheses of homoproline, pelletierine, and homopipecolic acid

被引:89
作者
Carlson, Erik C. [1 ]
Rathbone, Lauren K. [1 ]
Yang, Hua [1 ]
Collett, Nathan D. [1 ]
Carter, Rich G. [1 ]
机构
[1] Oregon State Univ, Dept Chem, Corvallis, OR 97331 USA
关键词
D O I
10.1021/jo800749t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An improved protocol for the construction of enantioenriched pyrrolidine, indoline, and piperidine rings using an organo-catalyzed, intramolecular heteroatom Michael addition is described. Application to the enantioselective synthesis of homoproline, homopipecolic acid, and pelletierine has been accomplished.
引用
收藏
页码:5155 / 5158
页数:4
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