An efficient synthesis of 3-trifluoromethylated 8-oxabicyclo[3.2.1]octa-2,6-dienes

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	An efficient synthesis of 3-trifluoromethylated 8-oxabicyclo[3.2.1]octa-2,6-dienes
	Wang YL(王彦利) ; Zhu SZ(朱仕正) ; Zhu GY(朱广宇) ; Huang QC(黄其辰)
刊名	Tetrahedron
	2001
卷号	57 期号:34 页码:7337-7342
ISSN号	0040-4020
其他题名	一种合成三氟甲基取代的8－氧代－[3，2，1]－二环庚烷－2，6－二烯的有效合成方法
通讯作者	朱仕正
英文摘要	The rhodium(II) acetate catalyzed decomposition of 3-trifluoromethylated vinyldiazomethanes 3 in the presence of furans resulted in the formation of a series of 3-trifluoromethylated 8-oxabicyclo[3.2.1]octa-2,6-dienes. The 4-substituent on the vinyldiazomethanes had great effects on the product distribution and the stereo-and regiochemistry of th [3+4] annulation products. The rhodium (II) acetate catalyzed reaction of 4-carbonyl substituted vinyldiazomethanes 3a-c with furans resulted in cyclopropenes and [3+4]annulation products, while in the case of cyano-substituted vinyldiazomethanes 3d, only cycloaddition products were obtained. The reaction was presumed to follow a tandem cyclopropanation/Cope rearrangement mechanism.
学科主题	有机氟化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1016/S0040-4020(01)00709-8
语种	英语
WOS记录号	WOS:000170631600010
公开日期	2013-01-18
内容类型	期刊论文
源URL	[http://202.127.28.38/handle/331003/14242]
专题	上海有机化学研究所_中科院有机氟化学重点实验室
推荐引用方式 GB/T 7714	Wang YL,Zhu SZ,Zhu GY,et al. An efficient synthesis of 3-trifluoromethylated 8-oxabicyclo[3.2.1]octa-2,6-dienes[J]. Tetrahedron,2001,57(34):7337-7342.
APA	王彦利,朱仕正,朱广宇,&黄其辰.(2001).An efficient synthesis of 3-trifluoromethylated 8-oxabicyclo[3.2.1]octa-2,6-dienes.Tetrahedron,57(34),7337-7342.
MLA	王彦利,et al."An efficient synthesis of 3-trifluoromethylated 8-oxabicyclo[3.2.1]octa-2,6-dienes".Tetrahedron 57.34(2001):7337-7342.