Literature DB >> 26219382

Organic base-promoted enantioselective electrophilic cyanation of β-keto esters by using chiral phase-transfer catalysts.

Min Chen1, Zhi-Tang Huang, Qi-Yu Zheng.   

Abstract

Highly enantioselective cyanation of β-keto esters using hypervalent iodine(iii) as the electrophilic cyanating reagent induced by cinchona alkaloid-based chiral quaternary ammonium salt was demonstrated. Organic bases, especially DMAP, in the chiral phase-transfer catalysis were used to obtain high ees.

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Year:  2015        PMID: 26219382     DOI: 10.1039/c5ob01301a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  5 in total

1.  Room temperature decarboxylative cyanation of carboxylic acids using photoredox catalysis and cyanobenziodoxolones: a divergent mechanism compared to alkynylation.

Authors:  Franck Le Vaillant; Matthew D Wodrich; Jérôme Waser
Journal:  Chem Sci       Date:  2016-12-22       Impact factor: 9.825

2.  Nitro-enabled catalytic enantioselective formal umpolung alkenylation of β-ketoesters.

Authors:  Abhijnan Ray Choudhury; Madhu Sudan Manna; Santanu Mukherjee
Journal:  Chem Sci       Date:  2017-08-02       Impact factor: 9.825

3.  Towards an Asymmetric Organocatalytic α-Azidation of β-Ketoesters.

Authors:  Maximilian Tiffner; Lotte Stockhammer; Johannes Schörgenhumer; Katharina Röser; Mario Waser
Journal:  Molecules       Date:  2018-05-11       Impact factor: 4.411

4.  Bioactive Indanes: Proof of Concept Study for Enantioselective Synthetic Routes to PH46A, a New Potential Anti-Inflammatory Agent.

Authors:  Tao Zhang; Gaia Scalabrino; Neil Frankish; Helen Sheridan
Journal:  Molecules       Date:  2018-06-21       Impact factor: 4.411

5.  Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions.

Authors:  Hideyasu China; Nami Kageyama; Hotaka Yatabe; Naoko Takenaga; Toshifumi Dohi
Journal:  Molecules       Date:  2021-03-27       Impact factor: 4.411

  5 in total

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