Literature DB >> 28581713

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

Kevin B Smith1, M Kevin Brown1.   

Abstract

A method for the regioselective arylboration of isoprene and its derivatives is presented. These reactions allow for the synthesis of useful building blocks from simple components. Through these studies, an unusual additive effect with DMAP has been uncovered that allows for altered reactivity and the formation of quaternary carbon centers. The utility of this method is demonstrated toward the formal synthesis of mesembrine.

Entities:  

Year:  2017        PMID： 28581713      PMCID： PMC5606143          DOI： 10.1021/jacs.7b04024

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


  24 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.  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

3.  1,2-selective hydrosilylation of conjugated dienes.

Authors:  Sarah E Parker; Jonas Börgel; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2014-03-20       Impact factor: 15.419

4.  Diastereodivergent Construction of Bicyclic γ-Lactones via Enantioselective Ketone Hydroacylation.

Authors:  Xuesong Wu; Zhiwei Chen; Yu-Bin Bai; Vy M Dong
Journal:  J Am Chem Soc       Date:  2016-09-01       Impact factor: 15.419

5.  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

6.  Stereospecific functionalizations and transformations of secondary and tertiary boronic esters.

Authors:  Christopher Sandford; Varinder K Aggarwal
Journal:  Chem Commun (Camb)       Date:  2017-05-17       Impact factor: 6.222

7.  Enantioselective catalysis based on cationic oxazaborolidines.

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

8.  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

9.  Successive C-C coupling of dienes to vicinally dioxygenated hydrocarbons: ruthenium catalyzed [4 + 2] cycloaddition across the diol, hydroxycarbonyl, or dione oxidation levels.

Authors:  Laina M Geary; Ben W Glasspoole; Mary M Kim; Michael J Krische
Journal:  J Am Chem Soc       Date:  2013-02-28       Impact factor: 15.419

10.  Cobalt-Catalysed Asymmetric Hydrovinylation of 1,3-Dienes.

Authors:  Yam N Timsina; Rakesh K Sharma; T V RajanBabu
Journal:  Chem Sci       Date:  2015-04-23       Impact factor: 9.825
View more
  22 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 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

3.  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

4.  Catalyst Controlled Regiodivergent Arylboration of Dienes.

Authors:  Stephen R Sardini; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2017-07-12       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.  Stereospecific Synthesis of E-Alkenes through Anti-Markovnikov Hydroalkylation of Terminal Alkynes.

Authors:  Avijit Hazra; Jason Chen; Gojko Lalic
Journal:  J Am Chem Soc       Date:  2019-08-02       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.  Organoboron chemistry comes to light: recent advances in photoinduced synthetic approaches to organoboron compounds.

Authors:  Viet D Nguyen; Vu T Nguyen; Shengfei Jin; Hang T Dang; Oleg V Larionov
Journal:  Tetrahedron       Date:  2018-12-24       Impact factor: 2.457

10.  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
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.