cis-4-pyrrolidin-1-yl-1-proline: A highly stereoselective organocatalyst for the direct aldol reaction
文献类型：期刊论文
| 作者 | Wang, Y; Wei, SY; Sun, J; Sun, J, Chinese Acad Sci, Chengdu Inst Biol, Nat Prod Res Ctr, Chengdu 610041, Peoples R China. |
| 刊名 | SYNLETT
 |
| 出版日期 | 2006 |
| 期号 | 19页码:3319_3323 |
| 关键词 | Proline Derivative Diastereoselectivity Enantioselectivity Cyclohexanone Asymmetric Direct Aldol Reaction |
| ISSN号 | 0936-5214 |
| 产权排序 | 1 |
| 英文摘要 | Modification of the pyrrolidinyl backbone of proline has not been quite successful for improving the catalytic efficiency and enantioselectivity. In this study, cis substitutions on the C4 position of proline with nitrogen-containing groups were found to have significant impacts on both the reactivity and selectivity of the catalyst for the direct aldol reaction of aromatic aldehydes with cyclohexanone. cis-4-Pyrrolidin-1-yl-L-proline exhibited dramatically improved reactivity, diastereo- and enantioselectivity compared with the parent L-proline, affording high isolated yields (up to 99%), excellent diastereoselectivities (> 99:1 dr) and enantioselectivities (> 99% ee). The presence of trifluoroacetic acid was found to be critical for the outstanding performance of this catalyst. |
| 学科主题 | Chemistry, Organic |
| 语种 | 英语 |
| WOS记录号 | WOS:000243272400024 |
| 公开日期 | 2011-07-08 |
| 源URL | [http://210.75.237.14/handle/351003/17779]  |
| 专题 | 成都生物研究所_天然产物研究 |
| 通讯作者 | Sun, J, Chinese Acad Sci, Chengdu Inst Biol, Nat Prod Res Ctr, Chengdu 610041, Peoples R China. |
| 推荐引用方式 GB/T 7714 | Wang, Y,Wei, SY,Sun, J,et al. cis-4-pyrrolidin-1-yl-1-proline: A highly stereoselective organocatalyst for the direct aldol reaction[J]. SYNLETT,2006(19):3319_3323. |
| APA | Wang, Y,Wei, SY,Sun, J,&Sun, J, Chinese Acad Sci, Chengdu Inst Biol, Nat Prod Res Ctr, Chengdu 610041, Peoples R China..(2006).cis-4-pyrrolidin-1-yl-1-proline: A highly stereoselective organocatalyst for the direct aldol reaction.SYNLETT(19),3319_3323. |
| MLA | Wang, Y,et al."cis-4-pyrrolidin-1-yl-1-proline: A highly stereoselective organocatalyst for the direct aldol reaction".SYNLETT .19(2006):3319_3323. |
入库方式： OAI收割
来源：成都生物研究所
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