An Organocatalytic, delta-Regioselective, Diastereoselective, and Enantioselective Nucleophilic Substitution of Cyclic Morita-Baylis-Hillman Alcohols with N-Boc-3-benzyl-2-oxindoles
文献类型:期刊论文
作者 | Qiao, Zhen1,2; Zhong, Neng-Jun1,2; Zhang, Tao1,2; Liu, Li1; Wang, Dong1; Chen, Yong-Jun1 |
刊名 | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
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出版日期 | 2013-04-01 |
期号 | 11页码:2140-2146 |
关键词 | Asymmetric Catalysis Organocatalysis Alcohols Nitrogen Heterocycles Regioselectivity Diastereoselectivity Enantioselectivity Nucleophilic Substitution |
ISSN号 | 1434-193X |
DOI | 10.1002/ejoc.201201461 |
英文摘要 | A direct asymmetric substitution was developed for the reaction of cyclic Morita-Baylis-Hillman alcohols with 3-benzyl-2-oxindoles that are catalyzed by a primary amine derived from alkaloids in combination with trifluoroacetic acid. The unusual delta-products with vicinal chiral quaternary and tertiary carbon centers were obtained as the major products in yields up to 73% with excellent diastereoselectivities (up to 99:1) and enantioselectivities (up to 98% ee). |
语种 | 英语 |
WOS记录号 | WOS:000319398600003 |
出版者 | WILEY-V C H VERLAG GMBH |
源URL | [http://ir.iccas.ac.cn/handle/121111/54637] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Liu, Li |
作者单位 | 1.Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, BNLMS, Beijing 100190, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China |
推荐引用方式 GB/T 7714 | Qiao, Zhen,Zhong, Neng-Jun,Zhang, Tao,et al. An Organocatalytic, delta-Regioselective, Diastereoselective, and Enantioselective Nucleophilic Substitution of Cyclic Morita-Baylis-Hillman Alcohols with N-Boc-3-benzyl-2-oxindoles[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2013(11):2140-2146. |
APA | Qiao, Zhen,Zhong, Neng-Jun,Zhang, Tao,Liu, Li,Wang, Dong,&Chen, Yong-Jun.(2013).An Organocatalytic, delta-Regioselective, Diastereoselective, and Enantioselective Nucleophilic Substitution of Cyclic Morita-Baylis-Hillman Alcohols with N-Boc-3-benzyl-2-oxindoles.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(11),2140-2146. |
MLA | Qiao, Zhen,et al."An Organocatalytic, delta-Regioselective, Diastereoselective, and Enantioselective Nucleophilic Substitution of Cyclic Morita-Baylis-Hillman Alcohols with N-Boc-3-benzyl-2-oxindoles".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY .11(2013):2140-2146. |
入库方式: OAI收割
来源:化学研究所
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