Literature DB >> 26932597

Chiral phosphoric acid catalyzed asymmetric addition of naphthols to para-quinone methides.

Yuk Fai Wong1, Zhaobin Wang, Jianwei Sun.   

Abstract

An asymmetric addition of naphthols to in situ generated para-quinone methides catalyzed by a chiral phosphoric acid is described. A range of useful triarylmethanes can be generated from stable general para-hydroxybenzyl alcohols with good efficiency and enantioselectivity.

Entities:  

Year:  2016        PMID: 26932597     DOI: 10.1039/c6ob00125d

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  9 in total

1.  Asymmetric Synthesis of Griffipavixanthone Employing a Chiral Phosphoric Acid-Catalyzed Cycloaddition.

Authors:  Michael J Smith; Kyle D Reichl; Randolph A Escobar; Thomas J Heavey; David F Coker; Scott E Schaus; John A Porco
Journal:  J Am Chem Soc       Date:  2018-12-26       Impact factor: 15.419

2.  Biomimetic Total Synthesis of (±)-Griffipavixanthone via a Cationic Cycloaddition-Cyclization Cascade.

Authors:  Kyle D Reichl; Michael J Smith; Min K Song; Richard P Johnson; John A Porco
Journal:  J Am Chem Soc       Date:  2017-10-02       Impact factor: 15.419

3.  Chemo- and regioselective cross-dehydrogenative coupling reaction of 3-hydroxycarbazoles with arenols catalyzed by a mesoporous silica-supported oxovanadium.

Authors:  Kengo Kasama; Kyohei Kanomata; Yuya Hinami; Karin Mizuno; Yuta Uetake; Toru Amaya; Makoto Sako; Shinobu Takizawa; Hiroaki Sasai; Shuji Akai
Journal:  RSC Adv       Date:  2021-11-02       Impact factor: 4.036

4.  Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes.

Authors:  Yuyu Cheng; Zhiqiang Fang; Yanwen Jia; Zhongyue Lu; Wenjun Li; Pengfei Li
Journal:  RSC Adv       Date:  2019-08-05       Impact factor: 3.361

5.  Catalytic Access to 4-(sec-Alkyl)Anilines via 1,6-Conjugate Addition of Grignard Reagents to in Situ Generated aza-p-Quinone Methides.

Authors:  Mercedes Zurro; Luo Ge; Syuzanna R Harutyunyan
Journal:  Org Lett       Date:  2022-09-02       Impact factor: 6.072

Review 6.  Application of Biobased Solvents in Asymmetric Catalysis.

Authors:  Margherita Miele; Veronica Pillari; Vittorio Pace; Andrés R Alcántara; Gonzalo de Gonzalo
Journal:  Molecules       Date:  2022-10-08       Impact factor: 4.927

7.  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

8.  N-Heterocyclic carbenes as chiral Brønsted base catalysts: a highly diastereo- and enantioselective 1,6-addition reaction.

Authors:  Surojit Santra; Arka Porey; Barun Jana; Joyram Guin
Journal:  Chem Sci       Date:  2018-07-02       Impact factor: 9.825

Review 9.  Cyclopentyl Methyl Ether: An Elective Ecofriendly Ethereal Solvent in Classical and Modern Organic Chemistry.

Authors:  Ugo Azzena; Massimo Carraro; Luisa Pisano; Serena Monticelli; Roberta Bartolotta; Vittorio Pace
Journal:  ChemSusChem       Date:  2018-11-20       Impact factor: 8.928

  9 in total

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