Literature DB >> 17973483

Nickel-catalyzed beta-boration of alpha,beta-unsaturated esters and amides with bis(pinacolato)diboron.

Koji Hirano1, Hideki Yorimitsu, Koichiro Oshima.   

Abstract

A nickel catalyst system for beta-boration of alpha,beta-unsaturated esters and amides with bis(pinacolato)diboron has been developed. The catalyst system enables the boration of di-, tri-, and tetrasubstituted substrates in good yields.

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Year:  2007        PMID: 17973483     DOI: 10.1021/ol702254g

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  12 in total

1.  Copper-catalyzed β-boration of α,β-unsaturated carbonyl compounds with tetrahydroxydiborane.

Authors:  Gary A Molander; Silas A McKee
Journal:  Org Lett       Date:  2011-08-05       Impact factor: 6.005

2.  Nickel-Catalyzed Stereoselective Arylboration of Unactivated Alkenes.

Authors:  Kaitlyn M Logan; Stephen R Sardini; Sean D White; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2017-12-22       Impact factor: 15.419

3.  Ni-Catalyzed Arylboration of Unactivated Alkenes: Scope and Mechanistic Studies.

Authors:  Stephen R Sardini; Alison L Lambright; Grace L Trammel; Humair M Omer; Peng Liu; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2019-06-04       Impact factor: 15.419

4.  Diastereoselective construction of functionalized homoallylic alcohols by Ni-catalyzed diboron-promoted coupling of dienes and aldehydes.

Authors:  Hee Yeon Cho; James P Morken
Journal:  J Am Chem Soc       Date:  2008-12-03       Impact factor: 15.419

5.  Use of potassium beta-trifluoroborato amides in Suzuki-Miyaura cross-coupling reactions.

Authors:  Gary A Molander; Ludivine Jean-Gérard
Journal:  J Org Chem       Date:  2009-08-07       Impact factor: 4.354

6.  Synthesis and Suzuki-Miyaura Cross-Coupling of Enantioenriched Secondary Potassium β-Trifluoroboratoamides: Catalytic, Asymmetric Conjugate Addition of Bisboronic Acid and Tetrakis(dimethylamino)diboron to α,β-Unsaturated Carbonyl Compounds.

Authors:  Gary A Molander; Steven R Wisniewski; Mona Hosseini-Sarvari
Journal:  Adv Synth Catal       Date:  2013-10-11       Impact factor: 5.837

7.  Scope of the Suzuki-Miyaura cross-coupling reaction of potassium trifluoroboratoketohomoenolates.

Authors:  Gary A Molander; Ludivine Jean-Gérard
Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354

8.  Efficient C-B bond formation promoted by N-heterocyclic carbenes: synthesis of tertiary and quaternary B-substituted carbons through metal-free catalytic boron conjugate additions to cyclic and acyclic alpha,beta-unsaturated carbonyls.

Authors:  Kang-sang Lee; Adil R Zhugralin; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2009-06-03       Impact factor: 15.419

Review 9.  Diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams.

Authors:  Katherine M Byrd
Journal:  Beilstein J Org Chem       Date:  2015-04-23       Impact factor: 2.883

10.  α,β-Enone Borylation by Bis(Pinacolato)Diboron Catalyzed by Cu3(BTC)2 Using Cesium Carbonate as a Base.

Authors:  Amarajothi Dhakshinamoorthy; Mercedes Alvaro; Abdullah M Asiri; Hermenegildo Garcia
Journal:  Nanomaterials (Basel)       Date:  2021-05-25       Impact factor: 5.076

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