Synthesis of hydronaphthalenes through coupling of enyne-carbonyl compounds that contain pendant alkane groups with Fischer carbene complexes

被引:4
作者
Patti, Rajesh Kumar [1 ]
Duan, Shaofeng [1 ]
Camacho-Davila, Alejandro [1 ]
Waynant, Kris [1 ]
Dunn, Kenneth A. [1 ]
Herndon, James W. [1 ]
机构
[1] New Mexico State Univ, Dept Chem & Biochem, Las Cruces, NM 88003 USA
关键词
DIELS-ALDER REACTION; FURAN-DIENE; CYCLOADDITION CHEMISTRY; DERIVATIVES; ALDEHYDES; SYSTEMS; KETONES;
D O I
10.1016/j.tetlet.2010.05.049
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The coupling of enyne-carbonyl compounds that contain pendant alkene groups with Fischer carbene complexes to afford furans that contain pendant alkene groups is described. Subsequent intramolecular Diels-Alder reactions are effective in selected cases, resulting in hydronaphthalene systems after dehydration. Although the Diels-Alder event is thermodynamically unfavorable, the overall transformation of alkene-furans to dihydronaphthalenes is a favorable process. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3682 / 3684
页数:3
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