Literature DB >> 24763917

Enantio-differentiation of O-heterocycles using a binol-derived disulfonimide as a chiral solvating agent.

A Couffin1, O Thillaye du Boullay, M Vedrenne, C Navarro, B Martin-Vaca, D Bourissou.   

Abstract

The disulfonimide (R)-1 enables enantio-differentiation of a large scope of chiral O-heterocycles, thanks to the formation of diastereomeric adducts. The underlying H-bond has been investigated by NMR. (R)-1 has been used as a chiral solvating agent (CSA) to determine the stereochemical purity of D/L lactide by (1)H NMR.

Entities:  

Year:  2014        PMID： 24763917     DOI： 10.1039/c4cc00466c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  6 in total

1.  Chiral Recognition of Hydantoin Derivatives Enabled by Tetraaza Macrocyclic Chiral Solvating Agents Using 1H NMR Spectroscopy.

Authors:  Jie Wen; Lei Feng; Hongmei Zhao; Li Zheng; Pericles Stavropoulos; Lin Ai; Jiaxin Zhang
Journal:  J Org Chem       Date:  2022-06-08       Impact factor: 4.198

2.  Efficient Enantiodifferentiation of Carboxylic Acids Using BINOL-Based Amino Alcohol as a Chiral NMR Solvating Agent.

Authors:  Gaowei Li; Minshan Ma; Guifang Wang; Xiaojuan Wang; Xinxiang Lei
Journal:  Front Chem       Date:  2020-05-04       Impact factor: 5.221

3.  Azaheterocyclic diphenylmethanol chiral solvating agents for the NMR chiral discrimination of alpha-substituted carboxylic acids.

Authors:  Gao-Wei Li; Xiao-Juan Wang; Dan-Dan Cui; Yu-Fei Zhang; Rong-Yao Xu; Shuai-Hua Shi; Lan-Tao Liu; Min-Can Wang; Hong-Min Liu; Xin-Xiang Lei
Journal:  RSC Adv       Date:  2020-09-18       Impact factor: 4.036

4.  Chirality sensing of tertiary alcohols by a novel strong hydrogen-bonding donor - selenourea.

Authors:  Guangling Bian; Shiwei Yang; Huayin Huang; Hua Zong; Ling Song; Hongjun Fan; Xiaoqiang Sun
Journal:  Chem Sci       Date:  2015-10-20       Impact factor: 9.825

5.  The robust, readily available cobalt(iii) trication [Co(NH2CHPhCHPhNH2)3]3+ is a progenitor of broadly applicable chirality and prochirality sensing agents.

Authors:  Quang H Luu; Kyle G Lewis; Anik Banerjee; Nattamai Bhuvanesh; John A Gladysz
Journal:  Chem Sci       Date:  2018-05-11       Impact factor: 9.825

6.  Optically Pure Aziridin-2-yl Methanols as Readily Available 1H NMR Sensors for Enantiodiscrimination of α-Racemic Carboxylic Acids Containing Tertiary or Quaternary Stereogenic Centers.

Authors:  Martyna Malinowska; Szymon Jarzyński; Adam Pieczonka; Michał Rachwalski; Stanisław Leśniak; Anna Zawisza
Journal:  J Org Chem       Date:  2020-09-02       Impact factor: 4.354
  6 in total

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