Literature DB >> 19133770

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

Gary A Molander1, Ludivine Jean-Gérard.   

Abstract

Potassium trifluoroboratoketohomoenolates were prepared in good yields from either the corresponding alpha,beta-unsaturated compounds or methyl ketones. These organoboron reagents were effectively cross-coupled with various aryl and heteroaryl chlorides.

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Year:  2009        PMID： 19133770      PMCID： PMC2676431          DOI： 10.1021/jo802453m

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


  11 in total

1.  Total syntheses of 2,2'-epi-cytoskyrin A, rugulosin, and the alleged structure of rugulin.

Authors:  K C Nicolaou; Yee Hwee Lim; Jared L Piper; Charles D Papageorgiou
Journal:  J Am Chem Soc       Date:  2007-03-14       Impact factor: 15.419

2.  Organotrifluoroborates: protected boronic acids that expand the versatility of the Suzuki coupling reaction.

Authors:  Gary A Molander; Noel Ellis
Journal:  Acc Chem Res       Date:  2007-01-26       Impact factor: 22.384

Review 3.  Potassium organotrifluoroborates: new perspectives in organic synthesis.

Authors:  Sylvain Darses; Jean-Pierre Genet
Journal:  Chem Rev       Date:  2007-12-21       Impact factor: 60.622

4.  Copper-catalyzed beta-Boration of alpha,beta-unsaturated carbonyl compounds: rate acceleration by alcohol additives.

Authors:  Soungyun Mun; Ji-Eon Lee; Jaesook Yun
Journal:  Org Lett       Date:  2006-10-12       Impact factor: 6.005

5.  Scope of aminomethylations via Suzuki-Miyaura cross-coupling of organotrifluoroborates.

Authors:  Gary A Molander; Paul E Gormisky; Deidre L Sandrock
Journal:  J Org Chem       Date:  2008-02-20       Impact factor: 4.354

6.  Scope of the Suzuki-Miyaura aminoethylation reaction using organotrifluoroborates.

Authors:  Gary A Molander; Ludivine Jean-Gérard
Journal:  J Org Chem       Date:  2007-10-04       Impact factor: 4.354

7.  Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of potassium aryl- and heteroaryltrifluoroborates.

Authors:  Gary A Molander; Betina Biolatto
Journal:  J Org Chem       Date:  2003-05-30       Impact factor: 4.354

8.  Preparation of potassium alkoxymethyltrifluoroborates and their cross-coupling with aryl chlorides.

Authors:  Gary A Molander; Belgin Canturk
Journal:  Org Lett       Date:  2008-04-26       Impact factor: 6.005

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

Authors:  Koji Hirano; Hideki Yorimitsu; Koichiro Oshima
Journal:  Org Lett       Date:  2007-11-01       Impact factor: 6.005

10.  Suzuki-Miyaura cross-coupling of potassium trifluoroboratohomoenolates.

Authors:  Gary A Molander; Daniel E Petrillo
Journal:  Org Lett       Date:  2008-04-08       Impact factor: 6.005
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  9 in total

1.  Stereospecific cross-coupling of secondary alkyl β-trifluoroboratoamides.

Authors:  Deidre L Sandrock; Ludivine Jean-Gérard; Cheng-yi Chen; Spencer D Dreher; Gary A Molander
Journal:  J Am Chem Soc       Date:  2010-11-15       Impact factor: 15.419

2.  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

3.  Metal-free chlorodeboronation of organotrifluoroborates.

Authors:  Gary A Molander; Livia N Cavalcanti
Journal:  J Org Chem       Date:  2011-08-03       Impact factor: 4.354

4.  Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of enantiomerically enriched potassium β-trifluoroboratoamides with various aryl- and hetaryl chlorides.

Authors:  Gary A Molander; Inji Shin; Ludivine Jean-Gérard
Journal:  Org Lett       Date:  2010-10-01       Impact factor: 6.005

5.  Studies of microwave-enhanced Suzuki-Miyaura vinylation of electron-rich sterically hindered substrates utilizing potassium vinyltrifluoroborate.

Authors:  Matthew D Brooker; Stefan M Cooper; Dena R Hodges; Rhiannon R Carter; Justin K Wyatt
Journal:  Tetrahedron Lett       Date:  2010-12-22       Impact factor: 2.415

6.  Synthesis and carbohydrate binding studies of fluorescent alpha-amidoboronic acids and the corresponding bisboronic acids.

Authors:  Shan Jin; Chunyuan Zhu; Yunfeng Cheng; Minyong Li; Binghe Wang
Journal:  Bioorg Med Chem       Date:  2010-01-11       Impact factor: 3.641

7.  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

8.  Organotrifluoroborates and monocoordinated palladium complexes as catalysts--a perfect combination for Suzuki-Miyaura coupling.

Authors:  Gary A Molander; Belgin Canturk
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 9.  Potassium trifluoroborate salts as convenient, stable reagents for difficult alkyl transfers.

Authors:  Gary A Molander; Deidre L Sandrock
Journal:  Curr Opin Drug Discov Devel       Date:  2009-11
  9 in total

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