Highly Stereoselective Assembly of Polycyclic Molecules from 1,6-Enynes Triggered by Rhodium(III)-Catalyzed C-H Activation
文献类型:期刊论文
作者 | Lu, Heng2; Fan, Zhoulong1,3,4; Xiong, Chaodong1,3,4; Zhang, Ao1,2,3,4![]() |
刊名 | ORGANIC LETTERS
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出版日期 | 2018-05-18 |
卷号 | 20期号:10页码:3065-3069 |
ISSN号 | 1523-7060 |
DOI | 10.1021/acs.orglett.8b01099 |
文献子类 | Article |
英文摘要 | An Rh(III)-catalyzed C-H activation of pyrazolones with 1,6-enynes was investigated. The regioselectivity of the C-H activation/alkyne insertion is readily solved by using symmetric enyne coupling partners, and a C-H activation-triggered cascade reaction is realized, which involves alkyne insertion, tautomerization, and double cyclization to offer a class of structurally complex polycyclic architectures. This cascade reaction tolerates a broad substrate scope in high regioselectivity and stereospecificity and furnishes three new chemical bonds and four chiral centers in a single operation. Various derivatizations of the polycyclic scaffolds are conducted, providing products with ample space for further functional transformations. |
WOS关键词 | DOMINO REACTIONS ; ALKYNYL-CYCLOHEXADIENONES ; ARYLATIVE CYCLIZATION ; PROPARGYLIC ESTERS ; ORGANIC-SYNTHESIS ; DIRECTING GROUPS ; ARENES ; REARRANGEMENT ; STRATEGY ; ALLENES |
资助项目 | Chinese NSF[81430080] ; Chinese NSF[81773565] ; National Program on Key Basic Research Project of China[2015CB910603] ; International Cooperative Program of the Chinese Academy of Sciences[GJHZ1622] ; Key Program of the Frontier Science of the Chinese Academy of Sciences[QYZDJ-SSW-SMC002] ; Shanghai Commission of Science and Technology[16XD1404600] |
WOS研究方向 | Chemistry |
语种 | 英语 |
WOS记录号 | WOS:000432900200062 |
出版者 | AMER CHEMICAL SOC |
源URL | [http://119.78.100.183/handle/2S10ELR8/279753] ![]() |
专题 | 药物化学研究室 中科院受体结构与功能重点实验室 新药研究国家重点实验室 |
通讯作者 | Zhang, Ao |
作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China; 2.ShanghaiTech Univ, Sch Life Sci & Technol, Shanghai 201210, Peoples R China; 3.Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China; 4.Univ Chinese Acad Sci, Coll Pharm, Beijing 100049, Peoples R China |
推荐引用方式 GB/T 7714 | Lu, Heng,Fan, Zhoulong,Xiong, Chaodong,et al. Highly Stereoselective Assembly of Polycyclic Molecules from 1,6-Enynes Triggered by Rhodium(III)-Catalyzed C-H Activation[J]. ORGANIC LETTERS,2018,20(10):3065-3069. |
APA | Lu, Heng,Fan, Zhoulong,Xiong, Chaodong,&Zhang, Ao.(2018).Highly Stereoselective Assembly of Polycyclic Molecules from 1,6-Enynes Triggered by Rhodium(III)-Catalyzed C-H Activation.ORGANIC LETTERS,20(10),3065-3069. |
MLA | Lu, Heng,et al."Highly Stereoselective Assembly of Polycyclic Molecules from 1,6-Enynes Triggered by Rhodium(III)-Catalyzed C-H Activation".ORGANIC LETTERS 20.10(2018):3065-3069. |
入库方式: OAI收割
来源:上海药物研究所
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