Chiral N-Heterocyclic Carbene−Pd(0)-Catalyzed Asymmetric Diamination of Conjugated Dienes and Triene
Studies show that a variety of conjugated dienes and triene can be enantioselectively diaminated using di-tert-butyldiaziridinone as nitrogen source and chiral N-heterocyclic carbene−Pd(0) complex as catalyst in good enantioselectivity (62−91% ee) with high regio- and diastereoselectivity.
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| Published in | Journal of organic chemistry Vol. 73; no. 2; pp. 749 - 751 |
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| Main Authors | , |
| Format | Journal Article |
| Language | English |
| Published |
Washington, DC
American Chemical Society
18.01.2008
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| Subjects | |
| Online Access | Get full text |
| ISSN | 0022-3263 1520-6904 |
| DOI | 10.1021/jo702167u |
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| Abstract | Studies show that a variety of conjugated dienes and triene can be enantioselectively diaminated using di-tert-butyldiaziridinone as nitrogen source and chiral N-heterocyclic carbene−Pd(0) complex as catalyst in good enantioselectivity (62−91% ee) with high regio- and diastereoselectivity. |
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| AbstractList | Studies show that a variety of conjugated dienes and triene can be enantioselectively diaminated using di-tert-butyldiaziridinone as nitrogen source and chiral N-heterocyclic carbene-Pd(0) complex as catalyst in good enantioselectivity (62-91% ee) with high regio- and diastereoselectivity. Studies show that a variety of conjugated dienes and triene can be enantioselectively diaminated using di-tert-butyldiaziridinone as nitrogen source and chiral N-heterocyclic carbene-Pd(0) complex as catalyst in good enantioselectivity (62-91% ee) with high regio- and diastereoselectivity.Studies show that a variety of conjugated dienes and triene can be enantioselectively diaminated using di-tert-butyldiaziridinone as nitrogen source and chiral N-heterocyclic carbene-Pd(0) complex as catalyst in good enantioselectivity (62-91% ee) with high regio- and diastereoselectivity. Studies show that a variety of conjugated dienes and triene can be enantioselectively diaminated using di-tert-butyldiaziridinone as nitrogen source and chiral N-heterocyclic carbene−Pd(0) complex as catalyst in good enantioselectivity (62−91% ee) with high regio- and diastereoselectivity. |
| Author | Xu, Liang Shi, Yian |
| Author_xml | – sequence: 1 givenname: Liang surname: Xu fullname: Xu, Liang – sequence: 2 givenname: Yian surname: Shi fullname: Shi, Yian |
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| Keywords | Catalytic reaction Trienic compound Enantioselectivity Regioselectivity Nitrogen heterocycle Palladium complex Chiral compound Diastereoselectivity Carbene Amination Asymmetric synthesis Conjugated dienic compound Enantiomeric excess Catalyst |
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| References | Xu L. (jo702167ub00019/jo702167ub00019_1) 2007; 72 Du H. (jo702167ub00020/jo702167ub00020_1) 2007; 129 For (jo702167ub00009/jo702167ub00009_1) 2003; 5 For (jo702167ub00017/jo702167ub00017_1) 2005; 127 For (jo702167ub00001/jo702167ub00001_1) 2002; 41 For (jo702167ub00003/jo702167ub00003_1) 2001; 123 For (jo702167ub00023/jo702167ub00023_1) 2007; 129 For (jo702167ub00024/jo702167ub00024_1) 2006; 128 For (jo702167ub00018/jo702167ub00018_1) 2005; 127 For (jo702167ub00006/jo702167ub00006_1) 2005; 690 Du H. (jo702167ub00012/jo702167ub00012_1) 2007; 129 For (jo702167ub00015/jo702167ub00015_1) 2005; 127 For Rh (jo702167ub00016/jo702167ub00016_1) 2001; 40 Viciu M. S. (jo702167ub00021/jo702167ub00021_1) 2002; 4 For (jo702167ub00005/jo702167ub00005_1) 2004; 45 Viciu M. S. (jo702167ub00021/jo702167ub00021_2) 2002; 21 For (jo702167ub00008/jo702167ub00008_1) 2001; 66 Du H. (jo702167ub00012/jo702167ub00012_2) 2007; 129 For (jo702167ub00004/jo702167ub00004_1) 2001; 3 Co (jo702167ub00014/jo702167ub00014_1) 1980; 102 For (jo702167ub00007/jo702167ub00007_1) 2003 For (jo702167ub00011/jo702167ub00011_1) 2000; 2 For (jo702167ub00002/jo702167ub00002_1) 2004; 33 For (jo702167ub00013/jo702167ub00013_1) 1998; 37 Bonnet L. G. (jo702167ub00010/jo702167ub00010_1) 2003; 22 |
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| SubjectTerms | Alkenes - chemistry Amination Aziridines - chemistry Catalysis Catalysts: preparations and properties Chemistry Exact sciences and technology General and physical chemistry Heterocyclic compounds Heterocyclic Compounds - chemistry Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Hydrocarbons - chemistry Ketones - chemical synthesis Ketones - chemistry Methane - analogs & derivatives Methane - chemistry Molecular Structure Organic chemistry Palladium - chemistry Preparations and properties Stereoisomerism Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry |
| Title | Chiral N-Heterocyclic Carbene−Pd(0)-Catalyzed Asymmetric Diamination of Conjugated Dienes and Triene |
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