Literature DB >> 34228344

Catalytic stereoselective Mannich-type reactions for construction of fluorinated compounds.

Minoo Dabiri1, Noushin Farajinia Lehi2, Reza Mohammadian2.   

Abstract

For its unique role in developing and designing new bioactive materials and healthcare products, fluoro-organic compounds have attracted remarkable interest. Along with ever-increasing demand for a wider availability of fluorine-containing structural units, a large diversity of methods has been introduced to incorporate fluorine atoms specially in a stereoselective fashion. Among them, catalytic Mannich reaction can proceed with a broad variety of reactants and open clear paths for the synthesis of versatile amine synthons in the synthesis of natural product and pharmaceutical molecules. This review provides an overview of the employment of catalytic asymmetric Mannich reactions in the synthesis of fluorine-containing amine compounds and highlights the conceivable distinct mechanisms.
© 2021. The Author(s), under exclusive licence to Springer Nature Switzerland AG.

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Keywords:  Diastereoselective; Enantioselective; Fluorine compounds; Mannich reaction; Metal catalyst; Organocatalysis; This review article is dedicated to Emeritus Prof. David Ian Davies (University of London King's College) as an appreciation for years of research and teaching

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Year:  2021        PMID: 34228344     DOI: 10.1007/s11030-021-10235-1

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  89 in total

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Review 4.  Diagnostic performance of fluorine-18-fluorodeoxyglucose positron emission tomography in patients with Merkel cell carcinoma: a systematic review and meta-analysis.

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Review 5.  Enzymatic Halogenation and Dehalogenation Reactions: Pervasive and Mechanistically Diverse.

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Journal:  Chem Rev       Date:  2017-01-20       Impact factor: 60.622

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Journal:  Future Med Chem       Date:  2009-08       Impact factor: 3.808

7.  Synthesis, analgesic activity and computational study of new isothiazolopyridines of Mannich base type.

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Journal:  Farmaco       Date:  2005-10-11

8.  Design and synthesis of a novel class of sugar-peptide hybrids: C-linked glyco beta-amino acids through a stereoselective "acetate" Mannich reaction as the key strategic element.

Authors:  Claudio Palomo; Mikel Oiarbide; Aitor Landa; M Concepción González-Rego; Jesús M García; Alberto González; José M Odriozola; Manuel Martín-Pastor; Anthony Linden
Journal:  J Am Chem Soc       Date:  2002-07-24       Impact factor: 15.419

Review 9.  Fluorine in pharmaceutical industry: fluorine-containing drugs introduced to the market in the last decade (2001-2011).

Authors:  Jiang Wang; María Sánchez-Roselló; José Luis Aceña; Carlos del Pozo; Alexander E Sorochinsky; Santos Fustero; Vadim A Soloshonok; Hong Liu
Journal:  Chem Rev       Date:  2013-12-03       Impact factor: 60.622

Review 10.  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

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