Gold-catalyzed intramolecular hydroalkoxylation/cyclization of conjugated dienyl alcohols

被引：6
|
作者：
Chandrasekhar, B.
Ryu, Jae-Sang [1 ]
机构：
[1] Ewha Womans Univ, Coll Pharm, Ctr Cell Signaling & Drug Discovery Res, Seoul 120750, South Korea
来源：
TETRAHEDRON | 2012年 / 68卷 / 24期
关键词：
Hydroalkoxylation; Conjugated diene; Alcohol; Gold; Cyclization; SATURATED OXYGEN HETEROCYCLES; TRIFLATE IONIC LIQUIDS; REACTION-MECHANISM; CARBOXYLIC-ACIDS; ALKYNYL ALCOHOLS; NATURAL-PRODUCTS; CYCLIC ETHERS; HYDROAMINATION; DERIVATIVES; ALLENES;
D O I：
10.1016/j.tet.2012.03.120
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Catalytic intramolecular additions of hydroxyl groups to tethered conjugated dienes are described. The reactions proceed smoothly at 60 degrees C in the presence of 5 mol % of (PPh3)AuCl/AgOTf as a catalyst. A broad range of structurally diverse conjugated dienes produce substituted tetrahydrofurans and tetrahydropyrans in good yields. This reaction represents an atom-economic route to construct five- and six-membered cyclic ethers. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4805 / 4812
页数：8
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