Literature DB >> 19877621

Stereoselective synthesis of (E)-(trisubstituted alkenyl)borinic esters: stereochemistry reversed by ligand in the palladium-catalyzed reaction of alkynylborates with aryl halides.

Naoki Ishida1, Yasuhiro Shimamoto, Masahiro Murakami.   

Abstract

The palladium-catalyzed reaction of alkynylborates with aryl halides stereoselectively gave (E)-(trisubstituted alkenyl)-9-BBNs, in which two different aryl groups were installed trans to each other.

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Year:  2009        PMID： 19877621     DOI： 10.1021/ol902278q

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


  9 in total

1.  Catalytic Conjunctive Coupling of Carboxylic Acid Derivatives with 9-BBN-Derived Ate Complexes.

Authors:  Chunyin Law; Yan Meng; Seung Moh Koo; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2019-04-04       Impact factor: 15.336

2.  Enantioselective Construction of Tertiary Boronic Esters by Conjunctive Cross-Coupling.

Authors:  Jesse A Myhill; Liang Zhang; Gabriel J Lovinger; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-29       Impact factor: 15.336

3.  Pd-Catalyzed Conjunctive Cross-Coupling between Grignard-Derived Boron "Ate" Complexes and C(sp2) Halides or Triflates: NaOTf as a Grignard Activator and Halide Scavenger.

Authors:  Gabriel J Lovinger; Mark D Aparece; James P Morken
Journal:  J Am Chem Soc       Date:  2017-02-16       Impact factor: 15.419

4.  Nickel-Catalyzed Enantioselective Conjunctive Cross-Coupling of 9-BBN Borates.

Authors:  Matteo Chierchia; Chunyin Law; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-17       Impact factor: 15.336

5.  Reactions of organoboron compounds enabled by catalyst-promoted metalate shifts.

Authors:  Sheila Namirembe; James P Morken
Journal:  Chem Soc Rev       Date:  2019-07-01       Impact factor: 54.564

6.  Enantioselective Synthesis of Tertiary β-Boryl Amides by Conjunctive Cross-Coupling of Alkenyl Boronates and Carbamoyl Chlorides.

Authors:  Christopher A Wilhelmsen; Xuntong Zhang; Jesse A Myhill; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-18       Impact factor: 15.336

7.  Mechanism of Z-Selective Hydroalkylation of Terminal Alkynes.

Authors:  Mitchell T Lee; Gojko Lalic
Journal:  J Am Chem Soc       Date:  2021-09-29       Impact factor: 16.383

8.  Preparation of tetrasubstituted olefins using mono or double aerobic direct C-H functionalization strategies: importance of steric effects.

Authors:  Nicolas Gigant; François Quintin; Jan-E Bäckvall
Journal:  J Org Chem       Date:  2015-02-16       Impact factor: 4.354

Review 9.  Radical-Induced 1,2-Migrations of Boron Ate Complexes.

Authors:  Marvin Kischkewitz; Florian W Friese; Armido Studer
Journal:  Adv Synth Catal       Date:  2020-02-21       Impact factor: 5.837
  9 in total

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