Sc(OTf)3-catalyzed smooth tandem [3+2] cycloaddition/ring opening of donor-acceptor cyclopropane 1,1-diesters with enol silyl ethers

被引:61
作者
Fang, Jie [1 ]
Ren, Jun [1 ]
Wang, Zhongwen [1 ]
机构
[1] Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 30071, Peoples R China
基金
中国国家自然科学基金;
关键词
Tandem; Cyclopropane; Cycloaddition; Enol silyl ether; Ring opening;
D O I
10.1016/j.tetlet.2008.09.028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalyzed by Lewis acids, donor-acceptor cyclopropane 1,1-diesters reacted with enol silyl ethers to afford 1,6-dicarbonyl compounds in moderate to excellent yields. This supplied a mild carbon-carbon bond-forming method from the ring opening of cyclopropanes. A smooth tandem [3+2] cycloaddition/ring opening process has been clearly proved by an independent experiment. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6659 / 6662
页数:4
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