Literature DB >> 28425511

Conjunctive functionalization of vinyl boronate complexes with electrophiles: a diastereoselective three-component coupling.

Roly J Armstrong1, Christopher Sandford1, Cristina García-Ruiz1, Varinder K Aggarwal1.   

Abstract

A method for the conjunctive functionalization of vinyl boronate complexes with electrophiles is described. The overall process represents a three-component coupling between a vinyl boronic ester, carbon nucleophile and an electrophile, thus affording complex multifunctionalized products from simple starting materials. The diastereoselectivity (syn or anti) of this process is strongly dependent upon the nature of the electrophile.

Entities:  

Year:  2017        PMID: 28425511     DOI: 10.1039/c7cc01671a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  12 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, Lewis Base-Catalyzed Carbosulfenylation of Alkenylboronates by 1,2-Boronate Migration.

Authors:  Zhonglin Tao; Kevin A Robb; Jesse L Panger; Scott E Denmark
Journal:  J Am Chem Soc       Date:  2018-11-09       Impact factor: 15.419

Review 3.  Catalytic, Enantioselective Sulfenofunctionalization of Alkenes: Development and Recent Advances.

Authors:  Anastassia Matviitsuk; Jesse L Panger; Scott E Denmark
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-18       Impact factor: 15.336

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.  Synthesis of 1,3-Bis-(boryl)alkanes through Boronic Ester Induced Consecutive Double 1,2-Migration.

Authors:  Cai You; Armido Studer
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-07       Impact factor: 15.336

6.  Three-component 1,2-carboamination of vinyl boronic esters via amidyl radical induced 1,2-migration.

Authors:  Cai You; Armido Studer
Journal:  Chem Sci       Date:  2021-11-16       Impact factor: 9.825

Review 7.  Recent Advances in the Construction of Fluorinated Organoboron Compounds.

Authors:  Xingxing Ma; Zhijie Kuang; Qiuling Song
Journal:  JACS Au       Date:  2021-12-30

8.  Annulative coupling of vinylboronic esters: aryne-triggered 1,2-metallate rearrangement.

Authors:  Haruki Mizoguchi; Hidetoshi Kamada; Kazuki Morimoto; Ryuji Yoshida; Akira Sakakura
Journal:  Chem Sci       Date:  2022-07-25       Impact factor: 9.969

9.  Enantiospecific Three-Component Alkylation of Furan and Indole.

Authors:  Mattia Silvi; Raffael Schrof; Adam Noble; Varinder K Aggarwal
Journal:  Chemistry       Date:  2018-02-28       Impact factor: 5.236

10.  Enantiodivergent Synthesis of Allenes by Point-to-Axial Chirality Transfer.

Authors:  Roly J Armstrong; Meganathan Nandakumar; Rafael M P Dias; Adam Noble; Eddie L Myers; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-30       Impact factor: 15.336

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