Total Synthesis of (-)-Isoschizogamine

被引:48
作者
Miura, Yusuke [1 ]
Hayashi, Noriyuki [1 ]
Yokoshima, Satoshi [1 ]
Fukuyama, Tohru [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会;
关键词
AUS SCHIZOZYGIA CAFFAEOIDES; 1,4-DIPOLAR CYCLOADDITION; ORGANIC-SYNTHESIS; ISOSCHIZOGAMINE; METATHESIS; EFFICIENT; REAGENTS; (+/-)-ISOSCHIZOGAMINE; EXPLORATIONS; CATALYSTS;
D O I
10.1021/ja305856q
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A first asymmetric total synthesis of (-)-isoschizogamine has been accomplished. Our synthesis features the facile construction of the carbon framework of the natural product through a Wagner-Meerwein rearrangement, a tandem metathesis, a stereo-selective rhodium-mediated 1,4-addition of an arylboronic acid, and a ring-closing metathesis via a hemiaminal ether.
引用
收藏
页码:11995 / 11997
页数:3
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