Addition of aldehydes with allyltrichlorosilane catalyzed by chiral bis-N-O secondary amides
文献类型：期刊论文
| 作者 | Deng, Yu1,2,3; Pan, Wei1,2,3; Pei, Yu-Ning1,2; Li, Jin-Liang1,2; Bai, Bing4; Zhu, Hua-Jie1,2,3 |
| 刊名 | TETRAHEDRON
 |
| 出版日期 | 2013-12-02 |
| 卷号 | 69期号:48页码:10431-10437 |
| ISSN号 | 0040-4020 |
| 关键词 | Bis-N-O amides Allylation L-Tryptophan Axial ligand |
| 通讯作者 | Zhu,HJ (reprint author),Hebei Univ,Minist Educ,Chinese Ctr Chiral,Key Lab Med Chem & Mol Diag,Baoding 071002,Hebei,Peoples R China. ; zhuhua-jie@hotmail.com |
| 英文摘要 | New axially N-oxide amides derived from L-tryptophan were prepared and used as organocatalysts in enantioselective allylation of aromatic aldehydes with allyltrichlorosilanes. The corresponding addition adducts homoallylic chiral alcohols obtained high enantioselectivities (up to 96% ee) when 1 mol % of catalyst was used. The unexpected result is the addition product's absolute configuration is R when (R)-chiral amides was used, in contrast, it was (S) when (R)-chiral methyl ester were used in allylation. It exhibited that the N atoms of amides take part in the transition state procedure. (C) 2013 Elsevier Ltd. All rights reserved. |
| WOS标题词 | Science & Technology ; Physical Sciences |
| 类目[WOS] | Chemistry, Organic |
| 研究领域[WOS] | Chemistry |
| 关键词[WOS] | ATROPOISOMERIC BIPYRIDINE N,N'-DIOXIDES ; ASYMMETRIC ALLYLATION ; ENANTIOSELECTIVE ALLYLATION ; HOMOALLYLIC ALCOHOLS ; AROMATIC-ALDEHYDES ; EFFICIENT CATALYST ; LEWIS-BASES ; ORGANOCATALYSTS ; OXIDE ; N,N-DIOXIDE |
| 资助信息 | Hebei University |
| 收录类别 | SCI ; IC |
| 语种 | 英语 |
| WOS记录号 | WOS:000328521700031 |
| 公开日期 | 2014-01-21 |
| 源URL | [http://ir.kib.ac.cn/handle/151853/17448]  |
| 专题 | 昆明植物研究所_植物化学与西部植物资源持续利用国家重点实验室 |
| 作者单位 | 1.Hebei Univ, Minist Educ, Chinese Ctr Chiral, Key Lab Med Chem & Mol Diag, Baoding 071002, Hebei, Peoples R China 2.Hebei Univ, Dept Chem & Chem Engn, Baoding 071002, Hebei, Peoples R China 3.Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Kunming 650204, Yunnan, Peoples R China 4.Zhengzhou Univ Light Ind, Sch Food & Biol Engn, Zhengzhou 450002, Peoples R China |
| 推荐引用方式 GB/T 7714 | Deng, Yu,Pan, Wei,Pei, Yu-Ning,et al. Addition of aldehydes with allyltrichlorosilane catalyzed by chiral bis-N-O secondary amides[J]. TETRAHEDRON,2013,69(48):10431-10437. |
| APA | Deng, Yu,Pan, Wei,Pei, Yu-Ning,Li, Jin-Liang,Bai, Bing,&Zhu, Hua-Jie.(2013).Addition of aldehydes with allyltrichlorosilane catalyzed by chiral bis-N-O secondary amides.TETRAHEDRON,69(48),10431-10437. |
| MLA | Deng, Yu,et al."Addition of aldehydes with allyltrichlorosilane catalyzed by chiral bis-N-O secondary amides".TETRAHEDRON 69.48(2013):10431-10437. |
入库方式： OAI收割
来源：昆明植物研究所
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