Gold-catalyzed efficient preparation of linear α-haloenones from propargylic acetates

被引：66
作者：
Yu, Meng [1 ]
Zhang, Guozhu [1 ]
Zhang, Liming [1 ]
机构：
[1] Univ Nevada, Dept Chem, Reno, NV 89557 USA
来源：
TETRAHEDRON | 2009年 / 65卷 / 09期
关键词：
ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; HIGHLY EFFICIENT; GOLD(I)-CATALYZED FORMATION; TANDEM; CYCLOISOMERIZATION; KETONES; REARRANGEMENT; ALKYNES; ACCESS; ENYNES;
D O I：
10.1016/j.tet.2008.11.107
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Versatile linear alpha-iodo- and alpha-bromoenones are prepared efficiently from readily accessible propargylic acetates using 2 mol % of Au(PPh3)NTf2. This reaction is easy to execute and has broad substrate scope. Good to excellent Z-selectivities are observed in the cases of propargylic acetates derived from aliphatic aldehydes. (C) 2008 Published by Elsevier Ltd.
引用
收藏
页码：1846 / 1855
页数：10
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