Literature DB >> 21584290

Catalytic asymmetric conjugate boration of α,β-unsaturated sulfones.

Abraham L Moure1, Ramón Gómez Arrayás, Juan C Carretero.   

Abstract

The α,β-unsaturated sulfones are suitable activated olefins in catalytic asymmetric conjugate β-boration. These substrates undergo smooth conjugate addition of bis(pinacolato)diboron [B(2)(pin)(2)] catalyzed by nonracemic Cu(I)-diphosphine complexes to provide, upon subsequent oxidation, β-hydroxy sulfones in good yields and high enantiocontrol. This journal is © The Royal Society of Chemistry 2011

Entities:  

Year:  2011        PMID: 21584290     DOI: 10.1039/c1cc11949d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  9 in total

1.  Catalytic Enantioselective Conjugate Additions of (pin)B-Substituted Allylcopper Compounds Generated in situ from Butadiene or Isoprene.

Authors:  Xiben Li; Fanke Meng; Sebastian Torker; Ying Shi; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2016-07-20       Impact factor: 15.336

2.  Enantioselective synthesis of boron-substituted quaternary carbon stereogenic centers through NHC-catalyzed conjugate additions of (pinacolato)boron units to enones.

Authors:  Suttipol Radomkit; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2014-02-24       Impact factor: 15.336

3.  Metal-free catalytic enantioselective C-B bond formation: (pinacolato)boron conjugate additions to α,β-unsaturated ketones, esters, Weinreb amides, and aldehydes promoted by chiral N-heterocyclic carbenes.

Authors:  Hao Wu; Suttipol Radomkit; Jeannette M O'Brien; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2012-05-04       Impact factor: 15.419

4.  Chemoenzymatic Oxosulfonylation-Bioreduction Sequence for the Stereoselective Synthesis of β-Hydroxy Sulfones.

Authors:  Marina López-Agudo; Nicolás Ríos-Lombardía; Javier González-Sabín; Iván Lavandera; Vicente Gotor-Fernández
Journal:  ChemSusChem       Date:  2021-08-19       Impact factor: 9.140

Review 5.  Hydroxysulfonylation of alkenes: an update.

Authors:  Zinatossadat Hossaini; Evan Abdulkareem Mahmood; Mohammad Reza Poor Heravi; Abdol Ghaffar Ebadi; Esmail Vessally
Journal:  RSC Adv       Date:  2021-06-18       Impact factor: 4.036

6.  Mechanism of NHC-Catalyzed Conjugate Additions of Diboron and Borosilane Reagents to α,β-Unsaturated Carbonyl Compounds.

Authors:  Hao Wu; Jeannette M Garcia; Fredrik Haeffner; Suttipol Radomkit; Adil R Zhugralin; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2015-08-11       Impact factor: 15.419

7.  Copper(I)-Catalyzed Asymmetric Conjugate 1,6-, 1,8-, and 1,10-Borylation.

Authors:  Chang-Yun Shi; Jungmin Eun; Timothy R Newhouse; Liang Yin
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-18       Impact factor: 15.336

8.  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

9.  Electrochemical Alkoxysulfonylation Difunctionalization of Styrene Derivatives Using Sodium Sulfinates as Sulfonyl Sources.

Authors:  Haibo Mei; Jiang Liu; Yunjie Guo; Jianlin Han
Journal:  ACS Omega       Date:  2019-08-20
  9 in total

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