手性酰胺三烯的扭曲选择性环封闭。串联的烯丙胺异构化-周环环封闭-分子内 Diels-Alder 环加成。
Torquoselective ring closures of chiral amido trienes derived from allenamides. A tandem allene isomerization-pericyclic ring-closure-intramolecular Diels-Alder cycloaddition.
机构信息
Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53705, USA.
出版信息
Org Lett. 2010 Mar 19;12(6):1152-5. doi: 10.1021/ol902821w.
Abstract
A new torquoselective ring-closure of chiral amide-substituted 1,3,5-hexatrienes and its application in tandem with [4 + 2] cycloaddition are described. The trienes were derived via either a 1,3-H or 1,3-H-1,7-H shift of alpha-substituted allenamides, and the entire sequence through the [4 + 2] cycloaddition could be in tandem from allenamides.
摘要
本文描述了手性酰胺取代的 1,3,5-己三烯的新型扭转环闭反应及其与[4+2]环加成反应的串联应用。三烯可以通过α-取代烯丙酰胺的 1,3-H 或 1,3-H-1,7-H 迁移得到，整个[4+2]环加成序列可以从烯丙酰胺开始串联进行。
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