Exploratory studies toward a total synthesis of the marine ascidian metabolite perophoramidine

被引:25
作者
Evans, Michael A. [1 ]
Sacher, Joshua R. [1 ]
Weinreb, Steven M. [1 ]
机构
[1] Penn State Univ, Dept Chem, University Pk, PA 16802 USA
基金
美国国家卫生研究院;
关键词
Natural product; Alkaloid; Heck reaction; Carbonylation; Amidines; CATALYZED QUEUING-PROCESSES; EMPLOYING CARBON-MONOXIDE; BIOMIMETIC APPROACH; RELAY SWITCH; PALLADIUM; COMMUNESIN; CYCLIZATION; ALKALOIDS; BIOSYNTHESIS; CONSTRUCTION;
D O I
10.1016/j.tet.2008.10.060
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A strategy for a total synthesis of the marine alkaloid perophoramidine has been investigated. Key steps which have been tested include a tandem intramolecular Heck/carbonylation reaction and a stereoselective allylation of a pentacyclic delta-lactam to produce the C-4/20 vicinal quaternary centers having the requisite relative configuration of the metabolite. (C) 2008 Published by Elsevier Ltd.
引用
收藏
页码:6712 / 6719
页数:8
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