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 |
| 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) |
| 语种 | 英语 |
| WOS记录号 | WOS:000238873900012 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/60255]  |
| 专题 | 中国科学院化学研究所 |
| 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. |
入库方式： OAI收割
来源：化学研究所
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