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Transition-Metal-Catalyzed Cycloadditions for the Synthesis of Eight-Membered Carbocycles
Yu, Zhi-Xiang; Wang, Yi; Wang, Yuanyuan
关键词Cycloaddition Eight-membered Carbocycles Total Synthesis Transition Metals
刊名CHEMISTRY-AN ASIAN JOURNAL
2010
DOI10.1002/asia.200900712
5期:5页:1072-1088
收录类别SCI
文章类型Review
WOS标题词Science & Technology ; Physical Sciences
类目[WOS]Chemistry, Multidisciplinary
研究领域[WOS]Chemistry
关键词[WOS]HIGHER-ORDER CYCLOADDITION ; RING-CLOSING METATHESIS ; RH(I)-CATALYZED (5+2)+1 CYCLOADDITION ; 4+2 CYCLOISOMERIZATION REACTIONS ; BIFUNCTIONAL CHAIN MOLECULES ; BETA-CARBON ELIMINATION ; MEDIUM-SIZED RINGS ; HOMO DIELS-ALDER ; 6-PI+2-PI CYCLOADDITION ; CONJUGATED DIENES
英文摘要Eight-membered carbocycles are found in a wide variety of natural products that exhibit a broad range of biological and medicinal activities (cf. the most potent anticancer drug, taxol). However, the synthesis of eight-membered carbocycles is quite challenging as traditional approaches are met with entropic and enthalpic penalties in the ring-forming transition states. These negative effects can be totally or partially avoided with the implementation of transition-metal-catalyzed/mediated cycloadditions. In this Focus Review, examples of elegant and efficient metal-catalyzed and some metal-mediated cycloadditions (including Ni- catalyzed [4+4] and Rh-catalyzed [4+2+2] and [5+2+1] reactions) are presented to illustrate this. Application of these cycloaddition reactions in total synthesis is also presented to show the significance of these reactions in addressing challenges in natural product synthesis.
语种英语
WOS记录号WOS:000277724800008
引用统计
文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/142206
专题中国科学院大连化学物理研究所
作者单位Peking Univ, BNLMS, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem, Beijing 100871, Peoples R China
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GB/T 7714
Yu, Zhi-Xiang,Wang, Yi,Wang, Yuanyuan. Transition-Metal-Catalyzed Cycloadditions for the Synthesis of Eight-Membered Carbocycles[J]. CHEMISTRY-AN ASIAN JOURNAL,2010,5(5):1072-1088.
APA Yu, Zhi-Xiang,Wang, Yi,&Wang, Yuanyuan.(2010).Transition-Metal-Catalyzed Cycloadditions for the Synthesis of Eight-Membered Carbocycles.CHEMISTRY-AN ASIAN JOURNAL,5(5),1072-1088.
MLA Yu, Zhi-Xiang,et al."Transition-Metal-Catalyzed Cycloadditions for the Synthesis of Eight-Membered Carbocycles".CHEMISTRY-AN ASIAN JOURNAL 5.5(2010):1072-1088.
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