Literature DB >> 28731345

Asymmetric α-Sulfonyl- and α-Phosphoryl-Oxylation of Ketones by a Chiral Hypervalent Iodine(III).

Guillaume Levitre1, Audrey Dumoulin1, Pascal Retailleau1, Armen Panossian2, Frédéric R Leroux2, Géraldine Masson1.   

Abstract

An enantioselective direct oxygenation of propiophenone derivatives mediated by a catalytic or stoichiometric amount of new chiral non-C2-symmetric iodoarenes(III) is reported. The reaction gives an easy entry to optically active α-sulfonyl- and α-phosphoryl oxyketones in respectable yields and enantioselectivities.

Entities:  

Year:  2017        PMID： 28731345     DOI： 10.1021/acs.joc.7b01597

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  5 in total

1.  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

Review 2.  A survey of chiral hypervalent iodine reagents in asymmetric synthesis.

Authors:  Soumen Ghosh; Suman Pradhan; Indranil Chatterjee
Journal:  Beilstein J Org Chem       Date:  2018-05-30       Impact factor: 2.883

3.  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

Review 4.  Recent discoveries on the structure of iodine(iii) reagents and their use in cross-nucleophile coupling.

Authors:  Adriano Bauer; Nuno Maulide
Journal:  Chem Sci       Date:  2021-01-07       Impact factor: 9.825

5.  Hypervalent Iodine(III)-Catalysed Enantioselective α-Acetoxylation of Ketones.

Authors:  Tobias Hokamp; Thomas Wirth
Journal:  Chemistry       Date:  2020-07-20       Impact factor: 5.236
  5 in total

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