Literature DB >> 20450192

Cationic Pd(II)/bipyridine-catalyzed conjugate addition of arylboronic acids to beta,beta-disubstituted enones: construction of quaternary carbon centers.

Shaohui Lin1, Xiyan Lu.   

Abstract

Cationic Pd(II)-catalyzed addition of arylboronic acids to beta,beta-disubstituted enones in high yields was developed. This method provided an efficient method for the construction of quaternary carbon centers, and only 0.5 mol % of Pd(II) catalyst was needed.

Entities:  

Year:  2010        PMID： 20450192     DOI： 10.1021/ol100767u

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


  10 in total

1.  Mechanism and enantioselectivity in palladium-catalyzed conjugate addition of arylboronic acids to β-substituted cyclic enones: insights from computation and experiment.

Authors:  Jeffrey C Holder; Lufeng Zou; Alexander N Marziale; Peng Liu; Yu Lan; Michele Gatti; Kotaro Kikushima; K N Houk; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2013-09-27       Impact factor: 15.419

2.  Palladium-catalyzed asymmetric conjugate addition of arylboronic acids to five-, six-, and seven-membered β-substituted cyclic enones: enantioselective construction of all-carbon quaternary stereocenters.

Authors:  Kotaro Kikushima; Jeffrey C Holder; Michele Gatti; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2011-04-15       Impact factor: 15.419

3.  Synthesis of diverse β-quaternary ketones via palladium-catalyzed asymmetric conjugate addition of arylboronic acids to cyclic enones.

Authors:  Jeffrey C Holder; Emmett D Goodman; Kotaro Kikushima; Michele Gatti; Alexander N Marziale; Brian M Stoltz
Journal:  Tetrahedron       Date:  2014-11-28       Impact factor: 2.457

4.  Sequential aldol condensation-transition metal-catalyzed addition reactions of aldehydes, methyl ketones, and arylboronic acids.

Authors:  Yuan-Xi Liao; Chun-Hui Xing; Matthew Israel; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2011-03-18       Impact factor: 6.005

5.  Scope of the palladium-catalyzed aryl borylation utilizing bis-boronic acid.

Authors:  Gary A Molander; Sarah L J Trice; Steven M Kennedy; Spencer D Dreher; Matthew T Tudge
Journal:  J Am Chem Soc       Date:  2012-07-06       Impact factor: 15.419

6.  Discussion Addendum for: Preparation of (S)-tert-ButylPyOx and Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids.

Authors:  Stephen R Sardini; Brian M Stoltz
Journal:  Organic Synth       Date:  2021

Review 7.  En route to metal-mediated and metal-catalysed reactions in water.

Authors:  Feng Zhou; Chao-Jun Li
Journal:  Chem Sci       Date:  2018-11-05       Impact factor: 9.825

8.  Tandem Aldol Condensation - Platinacycle-Catalyzed Addition Reactions of Aldehydes, Methyl Ketones and Arylboronic Acids.

Authors:  Yuan-Xi Liao; Qiao-Sheng Hu
Journal:  European J Org Chem       Date:  2012-09-05

9.  Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to α,β-Unsaturated Cyclic Electrophiles.

Authors:  Samantha E Shockley; Jeffrey C Holder; Brian M Stoltz
Journal:  Org Process Res Dev       Date:  2015-07-02       Impact factor: 3.317

10.  Catalytic Asymmetric Formal Total Synthesis of (-)-Triptophenolide and (+)-Triptolide.

Authors:  Wen-Dan Xu; Liang-Qun Li; Ming-Ming Li; Hui-Chun Geng; Hong-Bo Qin
Journal:  Nat Prod Bioprospect       Date:  2016-04-20
  10 in total

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