DICP OpenIR
Subject Area物理化学
A Highly Diastereo- and Enantioselective Copper(I)-Catalyzed Henry Reaction Using a Bis(sulfonamide)-Diamine Ligand
Jin, Wei; Li, Xincheng; Wan, Boshun; Wan BS(万伯顺)
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
2011-01-21
ISSN待补充
DOI10.1021/jo101932a
Volume76Issue:2Pages:484-491
Indexed BySCI ; CCR
SubtypeArticle
Department2
Funding Project202
Contribution Rank1,1
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordASYMMETRIC NITROALDOL REACTION ; THIOUREA BIFUNCTIONAL ORGANOCATALYST ; SALEN-CHROMIUM COMPLEXES ; CU-II ; COPPER(II) COMPLEXES ; HYDROXYNITRILE LYASE ; ATOM ECONOMY ; BASE COMPLEX ; CATALYST ; GUANIDINE
AbstractA Highly Diastereo- and Enantioselective Copper(I)-Catalyzed Henry Reaction Using a Bis(sulfonamide)-Diamine Ligand; A series of bis(sulfonamide)-diamine (BSDA) ligands were synthesized from commercially available chiral alpha-amino alcohols and diamines. The chiral BSDA ligand 3a, coordinated with Cu(I), catalyzes the enantioselective Henry reaction with excellent enantioselectivity (up to 99%). Moreover, with the assistance of pyridine, a CuBr-3a system promotes the diastereoselective Henry reaction with various aldehyde substrates and gives the corresponding syn-selective adduct with up to a 99% yield and 32.3:1 syn/anti selectivity. The enantiomeric excess of the syn adduct was 97%.
Language英语
WOS IDWOS:000286129900016
Citation statistics
Cited Times:88[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/115567
Collection中国科学院大连化学物理研究所
Corresponding AuthorWan BS(万伯顺)
AffiliationChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Jin, Wei,Li, Xincheng,Wan, Boshun,et al. A Highly Diastereo- and Enantioselective Copper(I)-Catalyzed Henry Reaction Using a Bis(sulfonamide)-Diamine Ligand[J]. JOURNAL OF ORGANIC CHEMISTRY,2011,76(2):484-491.
APA Jin, Wei,Li, Xincheng,Wan, Boshun,&万伯顺.(2011).A Highly Diastereo- and Enantioselective Copper(I)-Catalyzed Henry Reaction Using a Bis(sulfonamide)-Diamine Ligand.JOURNAL OF ORGANIC CHEMISTRY,76(2),484-491.
MLA Jin, Wei,et al."A Highly Diastereo- and Enantioselective Copper(I)-Catalyzed Henry Reaction Using a Bis(sulfonamide)-Diamine Ligand".JOURNAL OF ORGANIC CHEMISTRY 76.2(2011):484-491.
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