A tosyliminium ion-based total synthesis of (±)-schefferine

被引:11
作者
Bianchi, DA
Kaufman, TS
机构
[1] Univ Nacl Rosario, CONICET, Inst Quim Organ Sintesis, RA-2000 Rosario, Santa Fe, Argentina
[2] Univ Nacl Rosario, Fac Ciencias Bioquim & Farmaceut, RA-2000 Rosario, Santa Fe, Argentina
来源
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 2000年 / 78卷 / 09期
关键词
total synthesis; (+/-)-schefferine; natural product; tosyliminium ion; Mitsunobu amination;
D O I
10.1139/cjc-78-9-1165
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of the phenolic tetrahydroprotoberberine alkaloid (+/-)-schefferine is reported, featuring as key steps a tosyliminium ion-mediated Friedel-Crafts alkylation of eugenol dimethyl ether and an intramolecular Mitsunobu-type amination.
引用
收藏
页码:1165 / 1169
页数:5
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