ICCAS OpenIR
Enantioselective Organocatalytic anti-Mannich-Type Reaction of N-Unprotected 3-Substituted 2-Oxindoles with Aromatic N-Ts-aldimines
Cheng, Liang1,2; Liu, Li1; Jia, Han1; Wang, Dong1; Chen, Yong-Jun1
2009-06-19
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
ISSN0022-3263
Volume74Issue:12Pages:4650-4653
AbstractThe modified cinchona alkaloid-catalyzed direct Mannich-type reaction of N-unprotected 2-oxindoles with N-Ts-imine was developed to afford anti-3,3-disubstituted 2-oxindoles with vicinal chiral quaternary and tertiary carbon centers in yields up to 90% with excellent diastereoselectivities (antil syn up to 95:5) and good enantioselectivies (up to 89% ee). A transition model for the anti-diastereo- and enantioselectivity of the reaction was proposed.
DOI10.1021/jo9006688
Indexed BySCI ; IC ; CCR
Language英语
WOS IDWOS:000266969800033
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:106[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/66740
Collection中国科学院化学研究所
Corresponding AuthorLiu, Li
Affiliation1.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
Recommended Citation
GB/T 7714
Cheng, Liang,Liu, Li,Jia, Han,et al. Enantioselective Organocatalytic anti-Mannich-Type Reaction of N-Unprotected 3-Substituted 2-Oxindoles with Aromatic N-Ts-aldimines[J]. JOURNAL OF ORGANIC CHEMISTRY,2009,74(12):4650-4653.
APA Cheng, Liang,Liu, Li,Jia, Han,Wang, Dong,&Chen, Yong-Jun.(2009).Enantioselective Organocatalytic anti-Mannich-Type Reaction of N-Unprotected 3-Substituted 2-Oxindoles with Aromatic N-Ts-aldimines.JOURNAL OF ORGANIC CHEMISTRY,74(12),4650-4653.
MLA Cheng, Liang,et al."Enantioselective Organocatalytic anti-Mannich-Type Reaction of N-Unprotected 3-Substituted 2-Oxindoles with Aromatic N-Ts-aldimines".JOURNAL OF ORGANIC CHEMISTRY 74.12(2009):4650-4653.
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