N-Heterocyclic-Carbene-Catalysed Diastereoselective Vinylogous Mukaiyama/Michael Reaction of 2-(Trimethylsilyloxy)furan and Enones

被引：8
|
作者：
Wang, Ying [1 ]
Du, Guang-Fen [1 ,2 ]
Xing, Fen [1 ]
Huang, Kuo-Wei [3 ,4 ]
Dai, Bin [1 ]
He, Lin [1 ]
机构：
[1] Shihezi Univ, Sch Chem & Chem Engn, Shihezi, Xinjiang Uygur, Peoples R China
[2] Xinjiang Uygur Autonomous Reg, Lab Mat Oriented Chem Engn, Shihezi, Xinjiang Uygur, Peoples R China
[3] KAUST, Div Chem & Life Sci & Engn, Thuwal 239556900, Saudi Arabia
[4] KAUST, Catalysis Ctr, Thuwal 239556900, Saudi Arabia
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 4卷 / 12期
基金：
中国国家自然科学基金;
关键词：
butenolides; enones; N-heterocyclic carbenes; 2-(trimethylsilyloxy)furan; vinylogous Mukaiyama/Michael reaction; GROUP-TRANSFER POLYMERIZATION; MICHAEL REACTION; ENANTIOSELECTIVE SYNTHESIS; ADDITION-REACTIONS; GAMMA-BUTENOLIDE; ALDOL REACTIONS; 2-SILYLOXYFURANS; CYANOSILYLATION; ORGANOCATALYSIS; ACTIVATION;
D O I：
10.1002/ajoc.201500348
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
N-heterocyclic carbenes have been utilised as highly efficient nucleophilic organocatalysts to mediate vinylogous Mukaiyama/Michael reactions of 2-(trimethylsilyloxy)furan with enones to afford gamma-substituted butenolides in 44-99% yield with 3: 1-32: 1 diastereoselectivity.
引用
收藏
页码：1362 / 1365
页数：4
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