Enantioselective Synthesis of Indole-Fused Dihydropyranones via Catalytic Cycloaddition of Ketenes and 3-Alkylenyloxindoles

被引:103
|
作者
Lv, Hui [1 ]
Chen, Xiang-Yu [1 ]
Sun, Li-hui [1 ]
Ye, Song [1 ]
机构
[1] Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 20期
基金
美国国家科学基金会;
关键词
DIELS-ALDER REACTIONS; NUCLEOPHILIC CARBENES; GAMMA-BUTYROLACTONES; ASYMMETRIC-SYNTHESIS; ACID-DERIVATIVES; ALPHA; ALDEHYDES; FUNCTIONALIZATION; HETEROCYCLES; CHEMISTRY;
D O I
10.1021/jo101318u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral N-heterocyclic carbenes were found to be efficient catalysts for the formal [4+2] cycloaddition reaction of alkyl(aryl)ketenes and 3-alkylenyloxindoles to give the corresponding 3 4-dihydropyrano[2,3-b]indol-2-ones in excellent yields with good diastero- and enantioselectivites in excellent
引用
收藏
页码:6973 / 6976
页数:4
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