Copper-Catalyzed Intramolecular Hydroalkoxylation of α-(1-Hydroxy-1-alkyl- and -aryl)methylallenoates by a 5-Endo Mode for Preparation of 2-Alkyl- and 2-Aryl-2,5-dihydrofurans

被引:28
作者
Kim, Sanghyuck [1 ]
Lee, Phil Ho [1 ]
机构
[1] Kangwon Natl Univ, Dept Chem, Chunchon 200701, South Korea
基金
新加坡国家研究基金会;
关键词
RING-CLOSING METATHESIS; COUPLING-CYCLIZATION REACTION; EFFICIENT SYNTHESIS; 2,3-ALLENOIC ACIDS; 2,5-DIHYDROFURAN DERIVATIVES; CUX2-MEDIATED CYCLIZATION; STEREOSELECTIVE-SYNTHESIS; BETA-HALOBUTENOLIDES; MEDIATED CYCLIZATION; ALLYLIC HALIDES;
D O I
10.1021/jo2018125
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ethyl alpha-(1-hydroxy-1-alkyl)methylallenoates and alpha-(1-hydroxy-1-aryl)methylallenoates containing not only electron-donating groups but also an electron-withdrawing group on the aryl group at the alpha-position have been shown to undergo an efficient and selective copper-catalyzed intramolecular hydroalkoxylation to give functionalized 3-ethoxycarbony1-2-alkyl- and -aryl-2,5-dihydrofurans in good to excellent yields through a 5-endo mode.
引用
收藏
页码:215 / 220
页数:6
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