The first successful base-promoted isomerization of propargyl amides to chiral ynamides. Applications in ring-closing metathesis of ene-ynamides and tandem RCM of diene-ynamides

The first successful base-promoted isomerization of propargyl amides to chiral ynamides. Applications in ring-closing metathesis of ene-ynamides and tandem RCM of diene-ynamides
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DOI:
10.1021/ol020097p
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发表时间:
2002-07-11
期刊:
影响因子:
5.2
通讯作者:
Grebe, TP
Grebe, TP
中科院分区:
化学1区
文献类型:
--
作者:
Huang, J;Xiong, H;Grebe, TP

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[图表]这里描述了一个非常有用的反应序列。这些反应包括第一次成功的炔丙基酰胺的碱诱导异构化为手性双炔酰亚胺,这些新的双炔酰亚胺在闭环复分解中的应用,导致可用于Diels-Alder环加成的手性2-氨基二烯,以及第一次成功的串联RCM的二烯-双炔酰亚胺。
[GRAPHICS]A highly useful sequence of reactions is described here. These reactions consist of the first successful base-induced isomerizations of propargyl amides to chiral ynamides, applications of these novel ynamides in ring-closure metathesis leading to chiral 2-amidodienes useful for Diels-Alder cycloadditions, and the first successful tandem RCM of diene-ynamides.