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Literature DB >> 28699339

Catalyst Controlled Regiodivergent Arylboration of Dienes.

Abstract

A method for the regiodivergent arylboration of dienes is presented. These reactions allow for the formation of a diverse range of synthetically versatile products from simple precursors. Through mechanistic studies, these reactions likely operate by initial addition of a Cu-Bpin complex across the diene followed by Pd-catalyzed cross coupling with an aryl halide or pseudohalide.

Entities: Chemical Disease Gene

Mesh：

Substances：

Year: 2017 PMID： 28699339 PMCID： PMC5618444 DOI： 10.1021/jacs.7b05477

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

30 in total

1. Cascade Copper-Catalyzed 1,2,3-Trifunctionalization of Terminal Allenes.

Authors: Wanxiang Zhao; John Montgomery
Journal: J Am Chem Soc Date: 2016-07-26 Impact factor: 15.419

2. Enantioselective 1,1-arylborylation of alkenes: merging chiral anion phase transfer with Pd catalysis.

Authors: Hosea M Nelson; Brett D Williams; Javier Miró; F Dean Toste
Journal: J Am Chem Soc Date: 2015-02-27 Impact factor: 15.419

3. Copper/palladium synergistic catalysis for the syn- and anti-selective carboboration of alkenes.

Authors: Kaitlyn M Logan; Kevin B Smith; M Kevin Brown
Journal: Angew Chem Int Ed Engl Date: 2015-02-27 Impact factor: 15.336

4. Catalytic Enantioselective Arylboration of Alkenylarenes.

Authors: Kaitlyn M Logan; M Kevin Brown
Journal: Angew Chem Int Ed Engl Date: 2016-12-21 Impact factor: 15.336

5. Catalytic enantioselective 1,2-diboration of 1,3-dienes: versatile reagents for stereoselective allylation.

Authors: Laura T Kliman; Scott N Mlynarski; Grace E Ferris; James P Morken
Journal: Angew Chem Int Ed Engl Date: 2011-12-01 Impact factor: 15.336

6. Regioselective Arylboration of Isoprene and Its Derivatives by Pd/Cu Cooperative Catalysis.

Authors: Kevin B Smith; M Kevin Brown
Journal: J Am Chem Soc Date: 2017-06-05 Impact factor: 15.419

7. Enantioselective construction of quaternary stereogenic centers from tertiary boronic esters: methodology and applications.

Authors: Ravindra P Sonawane; Vishal Jheengut; Constantinos Rabalakos; Robin Larouche-Gauthier; Helen K Scott; Varinder K Aggarwal
Journal: Angew Chem Int Ed Engl Date: 2011-03-04 Impact factor: 15.336

8. Enantioselective catalysis based on cationic oxazaborolidines.

Authors: E J Corey
Journal: Angew Chem Int Ed Engl Date: 2009 Impact factor: 15.336

9. Allylcopper intermediates with N-heterocyclic carbene ligands: synthesis, structure, and catalysis.

Authors: Vincenzo Russo; Jessica R Herron; Zachary T Ball
Journal: Org Lett Date: 2010-01-15 Impact factor: 6.005

10. Pd-catalyzed N-arylation of secondary acyclic amides: catalyst development, scope, and computational study.

Authors: Jacqueline D Hicks; Alan M Hyde; Alberto Martinez Cuezva; Stephen L Buchwald
Journal: J Am Chem Soc Date: 2009-11-25 Impact factor: 15.419

28 in total

1. 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

2. Copper-Catalyzed 1,2-Amino Oxygenation of 1,3-Dienes: A Chemo-, Regio-, and Site-Selective Three-Component Reaction with O-Acylhydroxylamines and Carboxylic Acids.

Authors: Brett N Hemric; Andy W Chen; Qiu Wang
Journal: ACS Catal Date: 2019-09-24 Impact factor: 13.084

3. Copper-Catalyzed Borylacylation of Activated Alkenes with Acid Chlorides.

Authors: Yuan Huang; Kevin B Smith; M Kevin Brown
Journal: Angew Chem Int Ed Engl Date: 2017-09-18 Impact factor: 15.336

4. 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

5. Catalyst-Controlled 1,2- and 1,1-Arylboration of α-Alkyl Alkenyl Arenes.

Authors: Allison M Bergmann; Stanna K Dorn; Kevin B Smith; Kaitlyn M Logan; M Kevin Brown
Journal: Angew Chem Int Ed Engl Date: 2019-01-09 Impact factor: 15.336

6. Pyridine(diimine) Iron Diene Complexes Relevant to Catalytic [2+2]-Cycloaddition Reactions.

Authors: C Rose Kennedy; Hongyu Zhong; Matthew V Joannou; Paul J Chirik
Journal: Adv Synth Catal Date: 2019-11-19 Impact factor: 5.837

7. A Diverted Aerobic Heck Reaction Enables Selective 1,3-Diene and 1,3,5-Triene Synthesis through C-C Bond Scission.

Authors: Neil J McAlpine; Long Wang; Brad P Carrow
Journal: J Am Chem Soc Date: 2018-10-15 Impact factor: 15.419

8. Synthesis of Bisheteroarylalkanes by Heteroarylboration: Development and Application of a Pyridylidene-Copper Complex.

Authors: Yuan Huang; M Kevin Brown
Journal: Angew Chem Int Ed Engl Date: 2019-03-27 Impact factor: 15.336

9. Copper-Catalyzed Heteroarylboration of 1,3-Dienes with 3-Bromopyridines: A cine Substitution.

Authors: Kevin B Smith; Yuan Huang; M Kevin Brown
Journal: Angew Chem Int Ed Engl Date: 2018-04-26 Impact factor: 15.336

10. Highly Stereoselective and Catalytic Desulfitative C-O and C-I Dienylation with Sulfolenes: the Importance of Basic Additives.

Authors: Hang T Dang; Viet D Nguyen; Hoang H Pham; Hadi D Arman; Oleg V Larionov
Journal: Tetrahedron Date: 2019-04-08 Impact factor: 2.457