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兰州大学机构库  > 化学化工学院  > 期刊论文
题名: Organocatalytic Asymmetric Tandem Nazarov Cyclization/Semipinacol Rearrangement: Rapid Construction of Chiral Spiro[4.4]nonane-1,6-diones
作者: Yang, BM; Cai, PJ; Tu, YQ(涂永强); Yu, ZX; Chen, ZM; Wang, SH(王少华); Wang, SH(王少华); Zhang, FM(张辅民)
收录类别: SCIE ; EI ; MEDLINE ; BIOSIS
出版日期: 2015-07-08
刊名: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷号: 137, 期号:26, 页码:8344-8347
英文摘要: A novel organocatalytic asymmetric tandem Nazarov cyclization/semipinacol rearrangement reaction using "unactivated" substrates has been developed, generating a series of chiral spiro[4.4]nonane-1,6-diones in up to 96% yield and 97% enantiomeric excess. Significantly, it is the first direct example for asymmetric synthesis of cydopentanones with four stereocenters using Nazarov cyclization. DFT calculations have been applied to understand the reaction mechanism, stereochemistry, and substituent effects.
作者部门: [Yang, Bin-Miao ; Tu, Yong-Qiang ; Chen, Zhi-Min ; Wang, Shuang-Hu ; Wang, Shao-Hua ; Zhang, Fu-Min] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China ; [Yang, Bin-Miao ; Tu, Yong-Qiang ; Chen, Zhi-Min ; Wang, Shuang-Hu ; Wang, Shao-Hua ; Zhang, Fu-Min] Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China ; [Cai, Pei-Jun ; Yu, Zhi-Xiang] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Beijing Natl Lab Mol Sci, Minist Educ,Coll Chem, Beijing 100871, Peoples R China ; [Yang, Bin-Miao ; Tu, Yong-Qiang ; Chen, Zhi-Min ; Wang, Shuang-Hu ; Wang, Shao-Hua ; Zhang, Fu-Min] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300072, Peoples R China
通讯作者: Tu, YQ (reprint author), Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.
学科分类: Chemistry
文章类型: Article
所属项目编号: Natural Science Foundation of China [21202073, 21290180, 21272097, 21372104, 21472077, 21232001] ; "111" Program of MOE ; MOST [2012ZX 09201101-003]
所属项目名称: 国家自然科学基金项目 ; 国家科技重大专项 ; 高等学校学科创新引智计划(111计划)
项目资助者: NSFC ; MOST ; MOE ; SAFEA
语种: 英语
DOI: 10.1021/jacs.5b04049
ISSN号: 0002-7863
WOS记录号: WOS:000357964400008
EI记录号: 20152801023593
PM记录号: 26076169
BIOSIS记录号: BCI:BCI201500577743
IR记录号: WOS:000357964400008
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内容类型: 期刊论文
URI标识: http://ir.lzu.edu.cn/handle/262010/180110
Appears in Collections:化学化工学院_期刊论文

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Recommended Citation:
Yang, BM,Cai, PJ,Tu, YQ,et al. Organocatalytic Asymmetric Tandem Nazarov Cyclization/Semipinacol Rearrangement: Rapid Construction of Chiral Spiro[4.4]nonane-1,6-diones[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2015,137(26):8344-8347.
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