Switchable Reactions of Cyclopropanes with Enol Silyl Ethers. Controllable Synthesis of Cyclopentanes and 1,6-Dicarbonyl Compounds
Qu JP(曲剑萍) ; Deng C(邓超) ; Zhou J(周剑) ; Sun XL(孙秀丽) ; Tang Y(唐勇)
刊名J. Org. Chem.
2009
卷号74期号:20页码:7684-7689
ISSN号0022-3263
其他题名Switchable Reactions of Cyclopropanes with Enol Silyl Ethers. Controllable Synthesis of Cyclopentanes and 1,6-Dicarbonyl Compounds
通讯作者唐勇
英文摘要Cu(SbF6)(2)-catalyzed reaction of 2-substituted cyclopropane-1,1-dicarboxylates 1 with enol silyl ethers 2 call be readily controlled: the reaction undergoes a cycloaddition to provide substituted cyclopentane derivatives 3 in excellent yields with high diastereoselectivities in the presence of complex 8/Cu(II); however, the same substrates afford acyclic 1,6-dicarbonyl products 4 via a cycloaddition-ring-opening reaction in tip to 92% yield in the absence of ligand 8. The mechanism for the ligand-switchable reactions was investigated by both control experiments and H-1 NMR studies. The substrate scope and limitation of the tunable transformation were also examined.
学科主题有机化学
收录类别SCI
原文出处http://dx.doi.org/10.1021/jo901340v
语种英语
WOS记录号WOS:000270504900011
公开日期2013-02-25
内容类型期刊论文
源URL[http://202.127.28.38/handle/331003/19363]  
专题上海有机化学研究所_金属有机化学国家重点实验室
推荐引用方式
GB/T 7714
Qu JP,Deng C,Zhou J,et al. Switchable Reactions of Cyclopropanes with Enol Silyl Ethers. Controllable Synthesis of Cyclopentanes and 1,6-Dicarbonyl Compounds[J]. J. Org. Chem.,2009,74(20):7684-7689.
APA 曲剑萍,邓超,周剑,孙秀丽,&唐勇.(2009).Switchable Reactions of Cyclopropanes with Enol Silyl Ethers. Controllable Synthesis of Cyclopentanes and 1,6-Dicarbonyl Compounds.J. Org. Chem.,74(20),7684-7689.
MLA 曲剑萍,et al."Switchable Reactions of Cyclopropanes with Enol Silyl Ethers. Controllable Synthesis of Cyclopentanes and 1,6-Dicarbonyl Compounds".J. Org. Chem. 74.20(2009):7684-7689.
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