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An efficient synthesis of 3-trifluoromethylated 8-oxabicyclo[3.2.1]octa-2,6-dienes
Alternative Title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
Wang YL(王彦利); Zhu SZ(朱仕正); Zhu GY(朱广宇); Huang QC(黄其辰)
Source PublicationTetrahedron
AbstractThe 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.
Subject Area有机氟化学
Department中国科学院上海有机化学研究所氟有机化学开放实验室; 北京大学
Indexed BySCI
WOS IDWOS:000170631600010
Citation statistics
Cited Times:20[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Corresponding AuthorZhu SZ(朱仕正)
Recommended Citation
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.
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