Asymmetric mannich-type reaction of a chiral n-(tert-butylsulfinyl) ketimine with imines: application to the synthesis of chiral 1,3-diamines
文献类型：期刊论文
| 作者 | Zhao, Cui-Hua; Liu, Li; Wang, Dong; Chen, Yong-Jun |
| 刊名 | European journal of organic chemistry
 |
| 出版日期 | 2006-06-26 |
| 期号 | 13页码:2977-2986 |
| 关键词 | Asymmetric mannich reaction N-(tert-butylsulfinyl) ketimine Chiral beta-amino imine Chiral beta-amino ketone Chiral 1,3-diamine |
| ISSN号 | 1434-193X |
| DOI | 10.1002/ejoc.200600147 |
| 通讯作者 | Zhao, cui-hua() |
| 英文摘要 | Deprotonation of the chiral n-(tert-butylsulfinyl) ketimine 1 followed by trapping with imines 2 afforded the beta-amino imines 3 as the mannich-type products in high diastereo-selectivities (99:1 dr). as versatile synthons chiral beta-amino imines 3 could be transformed into enantiomeric beta-amino ketone and chiral syn- or anti-1,3-diamines with high diastereomeric excess by hydrolysis or reduction, respectively. moreover, the nucleophilic addition of organometallic reagents to chiral beta-amino imines 3 could provide 1,1,3-trisubstituted 1,3-diamines with high diastereoselectivities. ((c) wiley-vch verlag gmbh & co. kgaa, 69451 weinheim, germany, 2006) |
| WOS关键词 | TERT-BUTANESULFINYL IMINES ; ORGANOMETALLIC REAGENTS ; ENANTIOSELECTIVE ADDITION ; AMINO-ACIDS ; SULFINIMINES ; STEREOISOMERS ; COMPLEXES ; ALCOHOLS ; BASES |
| WOS研究方向 | Chemistry |
| WOS类目 | Chemistry, Organic |
| 语种 | 英语 |
| WOS记录号 | WOS:000238873900012 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| URI标识 | http://www.irgrid.ac.cn/handle/1471x/2379965 |
| 专题 | 中国科学院大学 |
| 通讯作者 | Zhao, Cui-Hua |
| 作者单位 | 1.Chinese Acad Sci, Ctr Mol Sci, Inst Chem, Beijing 100080, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing 100080, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhao, Cui-Hua,Liu, Li,Wang, Dong,et al. Asymmetric mannich-type reaction of a chiral n-(tert-butylsulfinyl) ketimine with imines: application to the synthesis of chiral 1,3-diamines[J]. European journal of organic chemistry,2006(13):2977-2986. |
| APA | Zhao, Cui-Hua,Liu, Li,Wang, Dong,&Chen, Yong-Jun.(2006).Asymmetric mannich-type reaction of a chiral n-(tert-butylsulfinyl) ketimine with imines: application to the synthesis of chiral 1,3-diamines.European journal of organic chemistry(13),2977-2986. |
| MLA | Zhao, Cui-Hua,et al."Asymmetric mannich-type reaction of a chiral n-(tert-butylsulfinyl) ketimine with imines: application to the synthesis of chiral 1,3-diamines".European journal of organic chemistry .13(2006):2977-2986. |
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来源：中国科学院大学
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