达芙尼内酯 B 型和鱼藤素型生物碱四环核心的合成。
Synthesis of the tetracyclic core of daphnilactone B-type and yuzurimine-type alkaloids.
机构信息
Département de Chimie, Université de Sherbrooke, 2500 Boulevard de l'Université, Sherbrooke, Québec J1K 2R1, Canada.
出版信息
Org Lett. 2011 Dec 2;13(23):6204-7. doi: 10.1021/ol202629d. Epub 2011 Oct 28.
PMID:22035264
Abstract
The core of daphnilactone B-type and yuzurimine-type alkaloids was synthesized in only 16 steps from a known β-allyl-γ-butyrolactone. The key sequence of Vilsmeier-Haack cyclization and intramolecular azomethine ylide cycloaddition allowed the construction of, in a single step, three of the five rings common to all alkaloids found in both of these classes with perfect chemocontrol.
摘要
从一种已知的β-烯丙基-γ-丁内酯出发，仅用 16 步就合成了瑞香内酯 B 型和鱼藤素型生物碱的核心。Vilsmeier-Haack 环化和分子内亚胺叶立德环加成的关键序列允许在一步中构建这两个类别中所有生物碱共有的五个环中的三个，并且具有完美的化学控制。
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