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题名: Rh(I)-Catalyzed [(3+2)+1] Cycloaddition of 1-Yne/Ene-vinylcyclopropanes and CO: Homologous Pauson-Khand Reaction and Total Synthesis of (+/-)-alpha-Agarofuran
作者: Jiao, Lei1;  Lin, Mu1;  Zhuo, Lian-Gang1;  Yu, Zhi-Xiang1
刊名: ORGANIC LETTERS
发表日期: 2010-06-04
DOI: 10.1021/ol100625e
卷: 12, 期:11, 页:2528-2531
收录类别: SCI ;  IC ;  CCR
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: A novel Rh(I)-catalyzed [(3 + 2) + 1] cycloaddition, which can be regarded as a homologous Pauson-Khand reaction, was developed to synthesize bicyclic cyclohexenones and cyclohexanones, enabling a new approach for synthesis of six-membered carbocycles ubiquitously found in natural products and pharmaceutics. The significance of the Rh-catalyzed [(3 + 2) + 1] cycloaddition has been demonstrated by the total synthesis of a furanoid sesquiterpene natural product, a-agarofuran, in which the bicyclic skeleton was constructed by the [(3 + 2) + 1] reaction of 1-yne-VCP and CO.
关键词[WOS]: DIELS-ALDER REACTIONS ;  DONOR-ACCEPTOR CYCLOPROPANES ;  ALPHA-AGAROFURAN ;  ENE-VINYLCYCLOPROPANES ;  BETA-AGAROFURAN ;  MECHANISM ;  ALKYNES ;  SESQUITERPENOIDS ;  1,3-DIENES ;  ALDEHYDES
语种: 英语
WOS记录号: WOS:000278062600023
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/141653
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Peking Univ, BNLMS, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China

Recommended Citation:
Jiao, Lei,Lin, Mu,Zhuo, Lian-Gang,et al. Rh(I)-Catalyzed [(3+2)+1] Cycloaddition of 1-Yne/Ene-vinylcyclopropanes and CO: Homologous Pauson-Khand Reaction and Total Synthesis of (+/-)-alpha-Agarofuran[J]. ORGANIC LETTERS,2010,12(11):2528-2531.
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