First asymmetric total synthesis of (-)-antofine by using an enantioselective catalytic phase transfer alkylation

被引:80
|
作者
Kim, S
Lee, J
Lee, T
Park, HG
Kim, D
机构
[1] Seoul Natl Univ, Coll Pharm, Seoul 151742, South Korea
[2] Seoul Natl Univ, Coll Pharm, Inst Nat Prod Res, Seoul 110460, South Korea
关键词
D O I
10.1021/ol0349007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first asymmetric total synthesis of a potential antitumor phenanthroindolizidine alkaloid, (-)-antofine, is described. An important feature of this synthesis is the creation of a stereogenic center by using enantioselective catalytic phase transfer alkylation, affording an unnatural alpha-amino acid derivative, together with a ring closing metathesis for pyrrolidine ring construction.
引用
收藏
页码:2703 / 2706
页数:4
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