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Literature DB >> 23857901

Asymmetric catalytic 1,6-conjugate addition/aromatization of para-quinone methides: enantioselective introduction of functionalized diarylmethine stereogenic centers.

Wen-Dao Chu¹, Le-Fen Zhang, Xu Bao, Xian-He Zhao, Chao Zeng, Ji-Yuan Du, Guo-Biao Zhang, Fang-Xin Wang, Xiao-Yan Ma, Chun-An Fan.

Abstract

Entities: Chemical

Keywords: arenes; asymmetric catalysis; enantioselectivity; phase-transfer catalysis; quinone methides

Mesh：

Substances：

Year: 2013 PMID： 23857901 DOI： 10.1002/anie.201303928

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

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14 in total

1. Distal Stereocontrol Using Guanidinylated Peptides as Multifunctional Ligands: Desymmetrization of Diarylmethanes via Ullman Cross-Coupling.

Authors: Byoungmoo Kim; Alex J Chinn; Daniel R Fandrick; Chris H Senanayake; Robert A Singer; Scott J Miller
Journal: J Am Chem Soc Date: 2016-06-15 Impact factor: 15.419

2. Quaternary β^2,2-amino acid derivatives by asymmetric addition of isoxazolidin-5-ones to para-quinone methides.

Authors: Andreas Eitzinger; Michael Winter; Johannes Schörgenhumer; Mario Waser
Journal: Chem Commun (Camb) Date: 2019-12-12 Impact factor: 6.222

3. Cross-dehydrogenative coupling enables enantioselective access to CF₃-substituted all-carbon quaternary stereocenters.

Authors: Xiaoguang Pan; Zehua Wang; Linglong Kan; Ying Mao; Yasheng Zhu; Lei Liu
Journal: Chem Sci Date: 2020-01-29 Impact factor: 9.825

4. Copper-Catalyzed Borylative Aromatization of p-Quinone Methides: Enantioselective Synthesis of Dibenzylic Boronates.

Authors: Carlos Jarava-Barrera; Alejandro Parra; Aurora López; Fabio Cruz-Acosta; Daniel Collado-Sanz; Diego J Cárdenas; Mariola Tortosa
Journal: ACS Catal Date: 2015-12-11 Impact factor: 13.084

5. Organocatalytic one-pot 1,4-/1,6-/1,2-addition sequence for the stereocontrolled formation of six consecutive stereocenters.

Authors: Pankaj Chauhan; Suruchi Mahajan; Gerhard Raabe; Dieter Enders
Journal: Chem Commun (Camb) Date: 2015-02-11 Impact factor: 6.222

10. Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene Conjugates.

Authors: Silvia González-Pelayo; Enol López; Javier Borge; Noemí de-Los-Santos-Álvarez; Luis A López
Journal: Molecules Date: 2018-06-01 Impact factor: 4.411

Asymmetric catalytic 1,6-conjugate addition/aromatization of para-quinone methides: enantioselective introduction of functionalized diarylmethine stereogenic centers.

1. Distal Stereocontrol Using Guanidinylated Peptides as Multifunctional Ligands: Desymmetrization of Diarylmethanes via Ullman Cross-Coupling.

2. Quaternary β^2,2-amino acid derivatives by asymmetric addition of isoxazolidin-5-ones to para-quinone methides.

3. Cross-dehydrogenative coupling enables enantioselective access to CF₃-substituted all-carbon quaternary stereocenters.

4. Copper-Catalyzed Borylative Aromatization of p-Quinone Methides: Enantioselective Synthesis of Dibenzylic Boronates.

5. Organocatalytic one-pot 1,4-/1,6-/1,2-addition sequence for the stereocontrolled formation of six consecutive stereocenters.

6. Organocatalytic synthesis of chiral tetrasubstituted allenes from racemic propargylic alcohols.

7. Enantio- and diastereoselective diarylmethylation of 1,3-dicarbonyl compounds.

8. Copper-catalyzed silylation of p-quinone methides: new entry to dibenzylic silanes.

9. Economy of Catalyst Synthesis-Convenient Access to Libraries of Di- and Tetranaphtho Azepinium Compounds.

10. Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene Conjugates.