Literature DB >> 29700910

Indanol-Based Chiral Organoiodine Catalysts for Enantioselective Hydrative Dearomatization.

Takuya Hashimoto1,2,3, Yuto Shimazaki1, Yamato Omatsu1, Keiji Maruoka1,4.   

Abstract

Rapid development in the last decade has rendered chiral organoiodine(I/III) catalysis a reliable methodology in asymmetric catalysis. However, due to the severely limited numbers of effective organoiodine catalysts, many reactions still give low to modest enantioselectivity. We report herein a solution to this issue through the introduction of a pivotal indanol scaffold to the catalyst design. Our catalyst architecture exhibits the advantage of high modularity and thereby expedites catalyst optimization. The catalyst was optimized for the challenging and highly sought-after hydrative dearomatization of 2-substituted phenols at the 4-position.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; dearomatization; iodine

Year:  2018        PMID: 29700910     DOI: 10.1002/anie.201803889

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


  4 in total

1.  Structural basis for selectivity in flavin-dependent monooxygenase-catalyzed oxidative dearomatization.

Authors:  Attabey Rodríguez Benítez; Sara Tweedy; Summer A Baker Dockrey; April L Lukowski; Troy Wymore; Dheeraj Khare; Charles L Brooks; Bruce A Palfey; Janet L Smith; Alison R H Narayan
Journal:  ACS Catal       Date:  2019-03-25       Impact factor: 13.084

2.  Mechanism and Origins of Chemo- and Stereoselectivities of Aryl Iodide-Catalyzed Asymmetric Difluorinations of β-Substituted Styrenes.

Authors:  Biying Zhou; Moriana K Haj; Eric N Jacobsen; K N Houk; Xiao-Song Xue
Journal:  J Am Chem Soc       Date:  2018-11-05       Impact factor: 15.419

3.  Positioning-Group-Enabled Biocatalytic Oxidative Dearomatization.

Authors:  Summer A Baker Dockrey; Carolyn E Suh; Attabey Rodríguez Benítez; Troy Wymore; Charles L Brooks; Alison R H Narayan
Journal:  ACS Cent Sci       Date:  2019-06-12       Impact factor: 14.553

4.  A Triazole-Substituted Aryl Iodide with Omnipotent Reactivity in Enantioselective Oxidations.

Authors:  Ayham H Abazid; Boris J Nachtsheim
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-12       Impact factor: 15.336

  4 in total

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