Literature DB >> 27879045

Metal-Free Enantioselective Oxidative Arylation of Alkenes: Hypervalent-Iodine-Promoted Oxidative C-C Bond Formation.

Mio Shimogaki1, Morifumi Fujita1, Takashi Sugimura1.   

Abstract

The enantioselective oxyarylation of (E)-6-aryl-1-silyloxylhex-3-ene was achieved using a lactate-based chiral hypervalent iodine(III) reagent in the presence of boron trifluoride diethyl etherate. The silyl ether promotes the oxidative cyclization, and enhances the enantioselectivity. In addition, the corresponding aminoarylation was achieved.
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cyclization; enantioselectivity; heterocycles; hypervalent compounds; oxidation

Year:  2016        PMID： 27879045     DOI： 10.1002/anie.201609110

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


  4 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

2.  Enantioselective dioxytosylation of styrenes using lactate-based chiral hypervalent iodine(III).

Authors:  Morifumi Fujita; Koki Miura; Takashi Sugimura
Journal:  Beilstein J Org Chem       Date:  2018-03-20       Impact factor: 2.883

3.  Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent.

Authors:  Elsa Deruer; Vincent Hamel; Samuel Blais; Sylvain Canesi
Journal:  Beilstein J Org Chem       Date:  2018-05-24       Impact factor: 2.883

Review 4.  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
  4 in total

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