Gold-Catalyzed Tandem Cyclization/Cycloaddition Reaction of Enynones: Highly Regioselective Synthesis of Oxabicyclic Compounds and Naphthyl Ketones

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	Gold-Catalyzed Tandem Cyclization/Cycloaddition Reaction of Enynones: Highly Regioselective Synthesis of Oxabicyclic Compounds and Naphthyl Ketones
	Song XR(宋贤荣)1; Xia XF(夏晓峰)1; Song, Bo 1; Tian, Xiang 1; Zhu HT(祝海涛)1; Zhou AX(周安西)1; Liu XY(刘雪原)1; Liang YM(梁永民)1,2
刊名	Asian Journal of Organic Chemistry
	2013
卷号	2 期号:9 页码:755-762
关键词	cycloaddition enynones gold naphthyl ketones oxabicyclic compounds
ISSN号	2193-5807
通讯作者	梁永民
英文摘要	A gold-catalyzed benzannulation of enynones for synthesizing oxabicyclic compounds and naphthyl ketones with high regioselectivity has been developed. Divergent products can be obtained from the same substrates through different types of cycloaddition. In this reaction, enynones were selectively transformed through [3+2] cycloadditions to give oxabicycles 2 in the presence of [(L³AuCl] (L³=[tris(para-trifluoromethylphenyl) phosphine], 5 mol%). When [L²(CNCH₃)Au]SbF₆ (L²=[2-(di-tert-butylphosphino)biphenyl]) was used as the catalyst, the [4+2] cycloaddition naphthyl ketone products dihydrobenzo[f]isoquinolines 3 were obtained. The value of this method is indicated by the applicability of various enynones substrates and the highly regioselective synthesis of two potentially useful polycyclic compounds.
学科主题	材料科学与物理化学
收录类别	SCI
资助信息	the National Science Foundation (NSF-21072080);the Natural Basic Research Program of China (973 Program) 2010CB8-33203;the “111” Project and the Program for Changjiang Scholars and Innovative Research Team in University (IRT1138)
语种	英语
WOS记录号	WOS:000325991200005
内容类型	期刊论文
源URL	[http://210.77.64.217/handle/362003/18172]
专题	兰州化学物理研究所_固体润滑国家重点实验室
作者单位	1.Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China 2.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Solid Lubricat, Lanzhou 730000, Peoples R China
推荐引用方式 GB/T 7714	Song XR,Xia XF,Song, Bo,et al. Gold-Catalyzed Tandem Cyclization/Cycloaddition Reaction of Enynones: Highly Regioselective Synthesis of Oxabicyclic Compounds and Naphthyl Ketones[J]. Asian Journal of Organic Chemistry,2013,2(9):755-762.
APA	Song XR.,Xia XF.,Song, Bo.,Tian, Xiang.,Zhu HT.,...&Liang YM.(2013).Gold-Catalyzed Tandem Cyclization/Cycloaddition Reaction of Enynones: Highly Regioselective Synthesis of Oxabicyclic Compounds and Naphthyl Ketones.Asian Journal of Organic Chemistry,2(9),755-762.
MLA	Song XR,et al."Gold-Catalyzed Tandem Cyclization/Cycloaddition Reaction of Enynones: Highly Regioselective Synthesis of Oxabicyclic Compounds and Naphthyl Ketones".Asian Journal of Organic Chemistry 2.9(2013):755-762.