Literature DB >> 19333485

Asymmetric generation of fluorine-containing quaternary carbons adjacent to tertiary stereocenters: uses of fluorinated methines as nucleophiles.

Xiao Han1, Jie Luo, Chen Liu, Yixin Lu.   

Abstract

Organocatalytic asymmetric Michael reactions of fluorinated nucleophiles with nitroolefins catalyzed by Cinchona alkaloid-derived thiourea catalysts generated the desired Michael products containing vicinal fluorinated quaternary and tertiary chiral centers with exceptional enantioselectivity.

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Year:  2009        PMID： 19333485     DOI： 10.1039/b823184b

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


  8 in total

1.  Phosphoramidite gold(I)-catalyzed diastereo- and enantioselective synthesis of 3,4-substituted pyrrolidines.

Authors:  Ana Z González; Diego Benitez; Ekaterina Tkatchouk; William A Goddard; F Dean Toste
Journal:  J Am Chem Soc       Date:  2011-03-23       Impact factor: 15.419

2.  Gold-catalyzed Fluorination of Alkynyl Esters and Ketones: Efficient Access to Fluorinated 1,3-Dicarbonyl Compounds.

Authors:  Xiaojun Zeng; Zhichao Lu; Shiwen Liu; Gerald B Hammond; Bo Xu
Journal:  Adv Synth Catal       Date:  2017-10-05       Impact factor: 5.837

Review 3.  Modern Approaches for Asymmetric Construction of Carbon-Fluorine Quaternary Stereogenic Centers: Synthetic Challenges and Pharmaceutical Needs.

Authors:  Yi Zhu; Jianlin Han; Jiandong Wang; Norio Shibata; Mikiko Sodeoka; Vadim A Soloshonok; Jaime A S Coelho; F Dean Toste
Journal:  Chem Rev       Date:  2018-04-02       Impact factor: 60.622

4.  Organocatalytic Michael addition of 1,3-dicarbonyl indane compounds to nitrostyrenes.

Authors:  Zhen-Yu Jiang; Hua-Meng Yang; Ya-Dong Ju; Li Li; Meng-Xian Luo; Guo-Qiao Lai; Jian-Xiong Jiang; Li-Wen Xu
Journal:  Molecules       Date:  2010-04-12       Impact factor: 4.411

5.  Stereoselective α-Chlorination of β-Keto Esters in the Presence of Hybrid Amide-Based Cinchona Alkaloids as Catalysts.

Authors:  Maciej Majdecki; Piotr Grodek; Janusz Jurczak
Journal:  J Org Chem       Date:  2020-12-15       Impact factor: 4.354

6.  One-pot Fluorination and Organocatalytic Robinson Annulation for Asymmetric Synthesis of Mono- and Difluorinated Cyclohexenones.

Authors:  Xin Huang; Weizhao Zhao; Xiaofeng Zhang; Miao Liu; Stanley N S Vasconcelos; Wei Zhang
Journal:  Molecules       Date:  2018-09-04       Impact factor: 4.411

7.  Organocatalytic Enantioselective Conjugate Addition of Nitromethane to Benzylidene-2-Benzoyl Acetate: Asymmetric Synthesis of ABT - 627, an Endothelin Receptor Antagonist.

Authors:  Saumen Hajra; Sk Mohammad Aziz; Bibekananda Jana; Sunit Hazra
Journal:  Front Chem       Date:  2020-03-05       Impact factor: 5.221

Review 8.  Chiral Thioureas-Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry.

Authors:  Franz Steppeler; Dominika Iwan; Elżbieta Wojaczyńska; Jacek Wojaczyński
Journal:  Molecules       Date:  2020-01-18       Impact factor: 4.411
  8 in total

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