| INVESTIGATION OF THE MITSUNOBU REACTION OF BINOL AND CINCHONA ALKALOIDS: INVERSION OR RETENTION OF CONFIGURATION? | |
| Department | OSSO国家重点实验室 |
| Yang, Wei1; Cui, Yu-Ming1; Zou, Jing-Feng1; Wang, Cai-Yun1; Huang, Wei-Sheng1; Zhang, Jin1; Xu LW(徐利文)1,2; Xu LW(徐利文) | |
| 2014 | |
| Source Publication | Synthetic Communications
 |
| ISSN | 0039-7911 |
| Volume | 44Issue:21Pages:3173-3182 |
| Abstract | An efficient approach toward the construction of multistereogenic binaphthol (BINOL)–derived alkaloids with C2-axial and sp3 central chirality has been accomplished. The reaction of BINOL and cinchona alkaloids was occurred smoothly under the Mitsunobu conditions, which led to the synthesis of a new family of complicated functional molecules based on chiral BINOL and cinchona alkaloids. In addition, on the basis of the experimental results, we provided a possible explanation for the intramolecular tertiary amine-induced retention of configuration at C9 of cinchona alkaloids while the inversion of configuration was observed with general alcohols under classic Mitsunobu conditions. |
| Keyword | Binol Cinchona Alkaloids Inversion Mitsunobu Reaction Multistereogenic Chirality Retention |
| Subject Area | 物理化学与绿色催化 |
| DOI | 10.1080/00397911.2014.930494 |
| Funding Organization | the National Natural Science Foundation of China (No. 21173064;51303043);Zhejiang Provincial Natural Science Foundation of China (LR14B030001);Hangzhou Science and Technology Program (20130432B06;20130533B15) |
| Indexed By | SCI |
| If | 0.929 |
| Language | 英语 |
| compositor | 第二作者单位 |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.licp.cn/handle/362003/19233 |
| Collection | 羰基合成与选择氧化国家重点实验室（OSSO） |
| Corresponding Author | Cui, Yu-Ming; Xu LW(徐利文) |
| Affiliation | 1.Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou 310012, Zhejiang, Peoples R China 2.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China |
| Recommended Citation GB/T 7714 | Yang, Wei,Cui, Yu-Ming,Zou, Jing-Feng,et al. INVESTIGATION OF THE MITSUNOBU REACTION OF BINOL AND CINCHONA ALKALOIDS: INVERSION OR RETENTION OF CONFIGURATION?[J]. Synthetic Communications,2014,44(21):3173-3182. |
| APA | Yang, Wei.,Cui, Yu-Ming.,Zou, Jing-Feng.,Wang, Cai-Yun.,Huang, Wei-Sheng.,...&徐利文.(2014).INVESTIGATION OF THE MITSUNOBU REACTION OF BINOL AND CINCHONA ALKALOIDS: INVERSION OR RETENTION OF CONFIGURATION?.Synthetic Communications,44(21),3173-3182. |
| MLA | Yang, Wei,et al."INVESTIGATION OF THE MITSUNOBU REACTION OF BINOL AND CINCHONA ALKALOIDS: INVERSION OR RETENTION OF CONFIGURATION?".Synthetic Communications 44.21(2014):3173-3182. |
| Files in This Item: | ||||||
| File Name/Size | DocType | Version | Access | License | ||
| SynthCommun2014v44n2（963KB） | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | View Application Full Text | |
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