Literature DB >> 27463615

Enantioselective Organocatalyzed Transformations of β-Ketoesters.

Thavendran Govender1, Per I Arvidsson1,2, Glenn E M Maguire1, Hendrik G Kruger1, Tricia Naicker1.   

Abstract

The β-ketoester structural motif continues to intrigue chemists with its electrophilic and nucleophilic sites. Proven to be a valuable tool within organic synthesis, natural product, and medicinal chemistry, reports on chiral β-ketoester molecular skeletons display a steady increase. With the reignition of organocatalysis in the past decade, asymmetric methods available for the synthesis of this structural unit has significantly expanded, making it one of the most exploited substrates for organocatalytic transformations. This review provides comprehensive information on the plethora of organocatalysts used in stereoselective organocatalyzed construction of β-ketoester-containing compounds.

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Year:  2016        PMID: 27463615     DOI: 10.1021/acs.chemrev.6b00156

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  11 in total

1.  Asymmetric Allylic C-H Alkylation via Palladium(II)/ cis-ArSOX Catalysis.

Authors:  Wei Liu; Siraj Z Ali; Stephen E Ammann; M Christina White
Journal:  J Am Chem Soc       Date:  2018-08-17       Impact factor: 15.419

2.  Efficient and Recoverable Bio-Organic Catalyst Cysteine for Synthesis, Docking Study, and Antifungal Activity of New Bio-Active 3,4-Dihydropyrimidin-2(1H)-ones/thiones Under Microwave Irradiation.

Authors:  Nadia A A Elkanzi; Asmaa M Kadry; Rasha M Ryad; Rania B Bakr; Mahmoud Abd El Aleem Ali Ali El-Remaily; Ali M Ali
Journal:  ACS Omega       Date:  2022-06-23

3.  Readily Available Chiral Benzimidazoles-Derived Guanidines as Organocatalysts in the Asymmetric α-Amination of 1,3-Dicarbonyl Compounds.

Authors:  Llorenç Benavent; Francesco Puccetti; Alejandro Baeza; Melania Gómez-Martínez
Journal:  Molecules       Date:  2017-08-11       Impact factor: 4.411

4.  Chiral 2-Aminobenzimidazole as Bifunctional Catalyst in the Asymmetric Electrophilic Amination of Unprotected 3-Substituted Oxindoles.

Authors:  Llorenç Benavent; Alejandro Baeza; Megan Freckleton
Journal:  Molecules       Date:  2018-06-06       Impact factor: 4.411

5.  Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water.

Authors:  Guo-Min Zhang; Hua Zhang; Bei Wang; Ji-Yu Wang
Journal:  RSC Adv       Date:  2021-05-10       Impact factor: 4.036

6.  Consecutive reactions to construct tricarbonyl compounds and synthetic applications thereof.

Authors:  Diego Madroñero; Cesar A Mujica-Martinez; Alfredo Vázquez
Journal:  RSC Adv       Date:  2021-10-11       Impact factor: 4.036

7.  Stereodivergent dehydrative allylation of β-keto esters using a Ru/Pd synergistic catalyst.

Authors:  Thien Phuc Le; Shinji Tanaka; Masahiro Yoshimura; Kazuhiko Sato; Masato Kitamura
Journal:  Nat Commun       Date:  2022-10-12       Impact factor: 17.694

8.  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

9.  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

10.  Enantioselective α-Chlorination Reactions of in Situ Generated C1 Ammonium Enolates under Base-Free Conditions.

Authors:  Lotte Stockhammer; David Weinzierl; Thomas Bögl; Mario Waser
Journal:  Org Lett       Date:  2021-07-28       Impact factor: 6.005

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