Synthesis of Novel Tartaric Acid-derived Chiral Phosphite Ligands and Their Application in the Cu-catalyzed Conjugate Addition of Diethylzinc to Cyclic Enones | |
Department | OSSO国家重点实验室 |
Pang ZB(逄增波)1,2![]() ![]() ![]() | |
2015 | |
Source Publication | Chemical Research in Chinese Universities
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ISSN | 1005-9040 |
Volume | 31Issue:5Pages:756-760 |
Abstract | Five novel tropos (3R,4R)- and/or (35,4S)-N-benzyltartarimide-derived biphenylphosphite ligands were synthesized and applied in the Cu-catalyzed asymmetric conjugate addition of diethylzinc to cyclic enones with up to 75% e.e. Compared With the reported ligand 1-N-benzylpyrrolidine-3,4-bis[(R)-1,1'-binaphthyl-2,2'-diyllphosphite-L-tartaric acid: the issue that L-(+)-tartaric acid backbone and (R)-binaphthyl showed strong matched/mismatched character was solved with these tropos ligands. It was found that the enantioselectivity was mainly controlled by the alolute configuration of N-benzyltartarimide backbone, and both enantiomers of the addition products can be obtained by simply changing the configuration of N-benzyltartarimide substituent. |
Keyword | L-(+)- And/or D-(-)-tartaric Acid Phosphite Ligand Copper Salt 1 Cyclic Enone 4-conjugate Addition |
Subject Area | 均相催化 |
DOI | 10.1007/s40242-015-5142-y |
Funding Organization | the National Natural Science Foundation of China (Nos. 20773147;21073211;21174155) |
Indexed By | SCI |
If | 1.086 |
Language | 英语 |
Funding Project | 有机功能材料研究组 |
compositor | 第一作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/18642 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Wang LL(王来来) |
Affiliation | 1.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100039, Peoples R China |
Recommended Citation GB/T 7714 | Pang ZB,Xing AP,Wang LL,et al. Synthesis of Novel Tartaric Acid-derived Chiral Phosphite Ligands and Their Application in the Cu-catalyzed Conjugate Addition of Diethylzinc to Cyclic Enones[J]. Chemical Research in Chinese Universities,2015,31(5):756-760. |
APA | Pang ZB,Xing AP,Wang LL,&王来来.(2015).Synthesis of Novel Tartaric Acid-derived Chiral Phosphite Ligands and Their Application in the Cu-catalyzed Conjugate Addition of Diethylzinc to Cyclic Enones.Chemical Research in Chinese Universities,31(5),756-760. |
MLA | Pang ZB,et al."Synthesis of Novel Tartaric Acid-derived Chiral Phosphite Ligands and Their Application in the Cu-catalyzed Conjugate Addition of Diethylzinc to Cyclic Enones".Chemical Research in Chinese Universities 31.5(2015):756-760. |
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