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Transition-Metal-Catalyzed Cycloadditions for the Synthesis of Eight-Membered Carbocycles
Yu, Zhi-Xiang; Wang, Yi; Wang, Yuanyuan
KeywordCycloaddition Eight-membered Carbocycles Total Synthesis Transition Metals
Source PublicationCHEMISTRY-AN ASIAN JOURNAL
2010
DOI10.1002/asia.200900712
Volume5Issue:5Pages:1072-1088
Indexed BySCI
SubtypeReview
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS KeywordHIGHER-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
AbstractEight-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.
Language英语
WOS IDWOS:000277724800008
Citation statistics
Cited Times:88[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/142206
Collection中国科学院大连化学物理研究所
AffiliationPeking Univ, BNLMS, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem, Beijing 100871, Peoples R China
Recommended Citation
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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