Torquoselective ring closures of chiral amido trienes derived from allenamides. A tandem allene isomerization-pericyclic ring-closure-intramolecular Diels-Alder cycloaddition.

Torquoselective ring closures of chiral amido trienes derived from allenamides. A tandem allene isomerization-pericyclic ring-closure-intramolecular Diels-Alder cycloaddition.
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DOI:
10.1021/ol902821w
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发表时间:
2010-03-19
期刊:
影响因子:
5.2
通讯作者:
Hsung RP
Hsung RP
中科院分区:
化学1区
文献类型:
--
作者:
Hayashi R;Feltenberger JB;Hsung RP

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报道了一种新的手性酰胺取代的1,3,5-己三烯的反式选择性关环反应及其与[4 + 2]环加成反应的串联应用。三烯是通过α-取代的联烯酰胺的1,3-H或1,3-H-1,7-H移位得到的,整个序列通过[4 + 2]环加成可以串联在联烯酰胺上。
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 α-substituted allenamides, and the entire sequence through the [4 + 2] cycloaddition could be in tandem from allenamides.
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