Gold-Catalyzed Cycloisomerization of Functionalized 1,5-Enynes - An Entry to Polycyclic Framework

被引：25
|
作者：
Pradal, Alexandre [1 ,2 ]
Chen, Qian [1 ,2 ]
Bel, Pierre Faudot Dit [1 ,2 ]
Toullec, Patrick Yves [1 ,2 ]
Michelet, Veronique [1 ,2 ]
机构：
[1] Chim ParisTech, LCF, F-75231 Paris 05, France
[2] CNRS, UMR 7223, F-75231 Paris 05, France
来源：
SYNLETT | 2012年 / 23卷 / 01期
关键词：
gold catalyst; cycloisomerization; 1,5-enynes; atom economy; polycyclization; ACETYLENIC CARBOXYLIC-ACIDS; EFFICIENT ACCESS; HIGHLY EFFICIENT; SELECTIVE CYCLOISOMERIZATION; GOLD(I)-CATALYZED SYNTHESIS; ELECTROPHILIC ACTIVATION; INTERMOLECULAR ADDITION; PLATINUM CATALYSIS; ENYNES; CYCLIZATION;
D O I：
10.1055/s-0031-1289867
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The gold-catalyzed cycloisomerization reactions of variously functionalized 1,5-enynes are presented. The cyclization processes implying aryl-and 1,3-dicarbonyl-substituted skeletons are conducted under mild conditions and lead to cyclic structures obtained according to 6-endo-dig or 5-endo-dig mode depending on the involved nucleophilic partner. Some competitive pathways and trapping of carbocationic intermediates are highlighted.
引用
收藏
页码：74 / 79
页数：6
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