Total Synthesis of (-)-Acutumine

被引：70
|
作者：
Li, Fang [1 ]
Tartakoff, Samuel S. [1 ]
Castle, Steven L. [1 ]
机构：
[1] Brigham Young Univ, Dept Chem & Biochem, Provo, UT 84602 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 19期
基金：
美国国家科学基金会;
关键词：
MENISPERMUM-DAURICUM DC; CULTURED ROOTS; CORE STRUCTURE; ENOL ETHERS; ACUTUMINE; ALKALOIDS; REARRANGEMENT;
D O I：
10.1021/ja9024403
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The first total synthesis of the tetracyclic alkaloid (-)-acutumine is described. Key reactions include an asymmetric ketone allylation mediated by Nakamura's chiral allylzinc reagent, an anionic oxy-Cope rearrangement, and the Lewis acid-promoted cyclization of an amine onto an alpha,beta-unsaturated dimethyl ketal.
引用
收藏
页码：6674 / +
页数：3
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