Literature DB >> 33136374

Gold-Catalyzed Synthesis of Small Rings.

Mauro Mato1,2, Allegra Franchino1,2, Cristina Garcı A-Morales1,2, Antonio M Echavarren1,2.   

Abstract

Three- class="Chemical">and four-membered rings, widesclass="Chemical">pread motifs in nature class="Chemical">pan class="Chemical">and medicinal chemistry, have fascinated chemists ever since their discovery. However, due to energetic considerations, small rings are often difficult to assemble. In this regard, homogeneous gold catalysis has emerged as a powerful tool to construct these highly strained carbocycles. This review aims to provide a comprehensive summary of all the major advances and discoveries made in the gold-catalyzed synthesis of cyclopropanes, cyclopropenes, cyclobutanes, cyclobutenes, and their corresponding heterocyclic or heterosubstituted analogs.

Entities:  

Year:  2020        PMID: 33136374     DOI: 10.1021/acs.chemrev.0c00697

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


  13 in total

1.  Consecutive and Selective Double Methylene Insertion of Lithium Carbenoids to Isothiocyanates: A Direct Assembly of Four-Membered Sulfur-Containing Cycles.

Authors:  Raffaele Senatore; Monika Malik; Thierry Langer; Wolfgang Holzer; Vittorio Pace
Journal:  Angew Chem Int Ed Engl       Date:  2021-10-13       Impact factor: 16.823

2.  Selective Functionalization of Arene C(sp2)-H Bonds by Gold Catalysis: The Role of Carbene Substituents.

Authors:  Juan Diego Pizarro; Inga L Schmidtke; Ainara Nova; Manuel R Fructos; Pedro J Pérez
Journal:  ACS Catal       Date:  2022-05-25       Impact factor: 13.700

3.  Revisiting the Bonding Model for Gold(I) Species: The Importance of Pauli Repulsion Revealed in a Gold(I)-Cyclobutadiene Complex.

Authors:  Zeng Rong Wong; Tim K Schramm; Matthias Loipersberger; Martin Head-Gordon; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-30       Impact factor: 16.823

4.  Metalloradical Activation of In Situ-Generated α-Alkynyldiazomethanes for Asymmetric Radical Cyclopropanation of Alkenes.

Authors:  Jing Ke; Wan-Chen Cindy Lee; Xiaoxu Wang; Yong Wang; Xin Wen; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2022-01-31       Impact factor: 16.383

5.  Pd(II)-Catalyzed Enantioselective C(sp3)-H Arylation of Cyclopropanes and Cyclobutanes Guided by Tertiary Alkylamines.

Authors:  Jesus Rodrigalvarez; Luke A Reeve; Javier Miró; Matthew J Gaunt
Journal:  J Am Chem Soc       Date:  2022-02-25       Impact factor: 16.383

6.  H-Bonded Counterion-Directed Enantioselective Au(I) Catalysis.

Authors:  Allegra Franchino; Àlex Martí; Antonio M Echavarren
Journal:  J Am Chem Soc       Date:  2022-02-09       Impact factor: 15.419

7.  Gold(I)-Catalyzed Synthesis of 4H-Benzo[d][1,3]oxazines and Biological Evaluation of Activity in Breast Cancer Cells.

Authors:  Luis A Segura-Quezada; Karina R Torres-Carbajal; Narendra Mali; Dipak B Patil; Mauricio Luna-Chagolla; Rafael Ortiz-Alvarado; Melissa Tapia-Juárez; Ixamail Fraire-Soto; Jorge Gustavo Araujo-Huitrado; Angelica Judith Granados-López; Rosalinda Gutiérrez-Hernández; Claudia Araceli Reyes-Estrada; Yamilé López-Hernández; Jesús Adrián López; Luis Chacón-García; César R Solorio-Alvarado
Journal:  ACS Omega       Date:  2022-02-15

8.  Simultaneous construction of axial and planar chirality by gold/TY-Phos-catalyzed asymmetric hydroarylation.

Authors:  Pei-Chao Zhang; Yin-Lin Li; Jiafeng He; Hai-Hong Wu; Zhiming Li; Junliang Zhang
Journal:  Nat Commun       Date:  2021-07-29       Impact factor: 14.919

Review 9.  New-Generation Ligand Design for the Gold-Catalyzed Asymmetric Activation of Alkynes.

Authors:  Giuseppe Zuccarello; Imma Escofet; Ulysse Caniparoli; Antonio M Echavarren
Journal:  Chempluschem       Date:  2021-09       Impact factor: 2.863

10.  Rh(II)-Catalyzed Alkynylcyclopropanation of Alkenes by Decarbenation of Alkynylcycloheptatrienes.

Authors:  Mauro Mato; Marc Montesinos-Magraner; Arnau R Sugranyes; Antonio M Echavarren
Journal:  J Am Chem Soc       Date:  2021-07-08       Impact factor: 15.419

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