Literature DB >> 29733101

Enantiospecific Suzuki-Miyaura Coupling of Nonbenzylic α-(Acylamino)alkylboronic Acid Derivatives.

Toshimichi Ohmura1, Kyoko Miwa1, Tomotsugu Awano1, Michinori Suginome1.   

Abstract

Suzuki-Miyaura coupling of nonbenzylic α-(acylamino)alkylboron compounds with aryl halides is established. A Pd/PCy2 Ph catalyst promotes the reaction efficiently at 145 °C. The reaction of enantioenriched α-(acylamino)alkylboron compounds affords chiral 1-arylalkylamides in high enantiospecificity and inversion of configuration.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric synthesis; organoboron compounds; palladium; stereospecific reaction; synthetic methods

Year:  2018        PMID： 29733101     DOI： 10.1002/asia.201800536

Source DB:  PubMed          Journal:  Chem Asian J        ISSN： 1861-471X


  4 in total

1.  Synthesis of Benzylureas and Related Amine Derivatives via Copper-Catalyzed Three-Component Carboamination of Styrenes.

Authors:  Jonathan J Kennedy-Ellis; Erik D Boldt; Sherry R Chemler
Journal:  Org Lett       Date:  2020-10-19       Impact factor: 6.005

2.  A General Approach to Stereospecific Cross-Coupling Reactions of Nitrogen-Containing Stereocenters.

Authors:  Xinghua Ma; Haoran Zhao; Meruyert Binayeva; Glenn Ralph; Mohamed Diane; Shibin Zhao; Chao-Yuan Wang; Mark R Biscoe
Journal:  Chem       Date:  2020-03-02       Impact factor: 22.804

3.  Stereoselectivity in Pd-catalysed cross-coupling reactions of enantioenriched nucleophiles.

Authors:  Xinghua Ma; Benjamin Murray; Mark R Biscoe
Journal:  Nat Rev Chem       Date:  2020-09-24       Impact factor: 34.035

4.  Catalytic asymmetric hydrogenation of (Z)-α-dehydroamido boronate esters: direct route to alkyl-substituted α-amidoboronic esters.

Authors:  Yazhou Lou; Jun Wang; Gelin Gong; Fanfu Guan; Jiaxiang Lu; Jialin Wen; Xumu Zhang
Journal:  Chem Sci       Date:  2019-11-25       Impact factor: 9.825
  4 in total

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