一种合成额尔巴汀-石蚕属生物碱的方法。(-)-16-表石蚕碱的对映选择性全合成。
A synthetic approach to ervatamine-silicine alkaloids. Enantioselective total synthesis of (-)-16-episilicine.
机构信息
Laboratory of Organic Chemistry, Faculty of Pharmacy, and Institute of Biomedicine, University of Barcelona, 08028 Barcelona, Spain.
出版信息
J Org Chem. 2010 Jan 1;75(1):178-89. doi: 10.1021/jo902346j.
PMID:19968261
Abstract
Starting from an appropriate unsaturated phenylglycinol-derived oxazolopiperidone lactam, the synthesis of (-)-16-episilicine is reported, the key steps being a stereoselective conjugate addition, a stereoselective alkylation, and a ring-closing metathesis reaction. This represents the first enantioselective total synthesis of an alkaloid of the silicine group.
摘要
本文报道了从合适的不饱和苯甘氨醇衍生的噁唑并哌啶内酰胺出发，(-)-16-表西利辛的合成，关键步骤为立体选择性共轭加成、立体选择性烷基化和环 closing 复分解反应。这代表了西利辛族生物碱的首次对映选择性全合成。
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