Chiral diphosphites derived from (1R,2R)-trans-1,2-cyclohexanediol: a new class of ligands for asymmetric hydrogenations | |
Department | OSSO国家重点实验室 |
Pang ZB(逄增波)1,2; Li HF(李海峰)1; Tian M(田密)1,2; Wang LL(王来来)1; Wang LL(王来来) | |
2015 | |
Source Publication | Tetrahedron: Asymmetry |
ISSN | 0957-4166 |
Volume | 26Issue:24Pages:1389-1393 |
Abstract | A series of novel chiral diphosphite ligands was easily prepared in a few steps from commercial (1R,2R)-trans-1,2-cyclohexanediol as the chiral source, and successfully employed in the Rh-catalyzed asymmetric hydrogenation of alpha,beta-unsaturated carboxylic acid derivatives and enamides with up to 99% ee for dimethyl itaconate and enamides and with up to 94% ee for alpha-dehydroamino acid esters. The stereochemically matched combination of (1R,2R)-trans-1,2-cyclohexanediol backbone and (S)-binaphthyl in the ligand (1R,2R)-bis[(S)-1,1'-binaphthyl-2,2'-diyllphosphitecyclohexanediol, was essential for inducing high enantioselectivity. Moreover, the sense of enantiodiscrimination of the products was mainly determined by the configuration of the binaphthyl moieties. |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1016/j.tetasy.2015.10.020 |
Funding Organization | the National Natural Science Foundation of China (Nos. 20773147;21073211;21174155) |
Indexed By | SCI |
If | 2.108 |
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/362003/19027 |
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,Li HF,Tian M,et al. Chiral diphosphites derived from (1R,2R)-trans-1,2-cyclohexanediol: a new class of ligands for asymmetric hydrogenations[J]. Tetrahedron: Asymmetry,2015,26(24):1389-1393. |
APA | Pang ZB,Li HF,Tian M,Wang LL,&王来来.(2015).Chiral diphosphites derived from (1R,2R)-trans-1,2-cyclohexanediol: a new class of ligands for asymmetric hydrogenations.Tetrahedron: Asymmetry,26(24),1389-1393. |
MLA | Pang ZB,et al."Chiral diphosphites derived from (1R,2R)-trans-1,2-cyclohexanediol: a new class of ligands for asymmetric hydrogenations".Tetrahedron: Asymmetry 26.24(2015):1389-1393. |
Files in This Item: | ||||||
File Name/Size | DocType | Version | Access | License | ||
Tetrahedron Asymmetr(756KB) | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | View Application Full Text |
Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.
Edit Comment