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

页码：6674 / +

页数：3

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