Enantioselective Synthesis of Dihydrocoumarins via N-Heterocyclic Carbene-Catalyzed Cycloaddition of Ketenes and o-Quinone Methides

被引：149
|
作者：
Lv, Hui [1 ]
You, Lin [1 ]
Ye, Song [1 ]
机构：
[1] Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 17期
基金：
中国国家自然科学基金;
关键词：
asymmetric catalysis; cycloadditions; dihydrocoumarins; ketenes; N-heterocyclic carbenes; BAYLIS-HILLMAN REACTION; NUCLEOPHILIC CARBENES; GAMMA-BUTYROLACTONES; ACID; 3,4-DIHYDROCOUMARINS; DERIVATIVES; COUMARINS; ALDEHYDES; ORGANOCATALYSIS; HYDROARYLATION;
D O I：
10.1002/adsc.200900544
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Chiral N-heterocyclic carbenes were found to be efficient catalysts for the formal [4+2] cycloaddition reaction of alky(aryl)ketenes and o-quinone methides to give the corresponding 3,3,4-trisubstituted 3,4-dihydrocoumarins in good yields with good diastereoselectivities and excellent enantioselectivities.
引用
收藏
页码：2822 / 2826
页数：5
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