Torquoselective Ring Closures of Chiral Amido Trienes Derived from Allenamides. A Tandem Allene Isomerization-Pericyclic Ring-Closure-Intramolecular Diels-Alder Cycloaddition

被引：45
作者：
Hayashi, Ryuji
Feltenberger, John B.
Hsung, Richard P. [1 ]
机构：
[1] Univ Wisconsin, Div Pharmaceut Sci, Madison, WI 53705 USA
来源：
ORGANIC LETTERS | 2010年 / 12卷 / 06期
关键词：
HYDROGEN SHIFT; 2-AMINO-1,3-BUTADIENES; ELECTROCYCLIZATIONS; 1,3,5-HEXATRIENES; DIENES;
D O I：
10.1021/ol902821w
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
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收藏
页码：1152 / 1155
页数：4
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