Gold-catalyzed hydroxy- and alkoxycyclization of functionalized enynes

被引:58
作者
Genin, Emilie [1 ]
Leseurre, Lucie [1 ]
Toullec, Patrick Yves [1 ]
Genet, Jean-Pierre [1 ]
Michelet, Veronique [1 ]
机构
[1] Ecole Natl Super Chim Paris, UMR 7573, Lab Synth Select Organ Prod Nat, F-75231 Paris 05, France
关键词
gold; cycloisomerization; enyne; atom economy; alkoxycyclization;
D O I
10.1055/s-2007-982570
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general Au-III catalytic system is described for the efficient hydroxy- and alkoxycyclization reactions of 1,6-enynes. The reactions lead to carbo- and heterocyclic alcohols or ethers in good to excellent yields. The cyclizations are conducted in the presence of AuCl3/AgSbF6/PPh3 catalyst in dioxane-water or various alcohols at room temperature. The hydroxycyclization reactions of 1,7-enynes afforded either the methyl ketone or a mixture of the methyl ketone and the carbocyclic alcohol.
引用
收藏
页码:1780 / 1784
页数:5
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