Literature DB >> 23038428

Oxidative geminal functionalization of organoboron compounds.

Zhi He1, Piera Trinchera, Shinya Adachi, Jeffrey D St Denis, Andrei K Yudin.   

Abstract

Excellent tolerance: Stable acylboronates equipped with N-methyliminodiacetyl (MIDA) boryl groups ([B]) were prepared by using a sequence of oxidative manipulations at the boron-bound carbon center (green in scheme). Chemoselective transformations of these acylated organoboron building blocks yielded a range of multifunctionalized boron derivatives and supplied access to valuable borylated heterocycles (see scheme).
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID： 23038428     DOI： 10.1002/anie.201206501

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  10 in total

1.  Facile synthesis of borofragments and their evaluation in activity-based protein profiling.

Authors:  Shinya Adachi; Armand B Cognetta; Micah J Niphakis; Zhi He; Adam Zajdlik; Jeffrey D St Denis; Conor C G Scully; Benjamin F Cravatt; Andrei K Yudin
Journal:  Chem Commun (Camb)       Date:  2015-02-28       Impact factor: 6.222

2.  From synthesis to function via iterative assembly of N-methyliminodiacetic acid boronate building blocks.

Authors:  Junqi Li; Anthony S Grillo; Martin D Burke
Journal:  Acc Chem Res       Date:  2015-07-22       Impact factor: 22.384

3.  Regiocontrolled allylic functionalization of internal alkene via selenium-π-acid catalysis guided by boron substitution.

Authors:  Ling Yang; Yuan Liu; Wen-Xin Fan; Dong-Hang Tan; Qingjiang Li; Honggen Wang
Journal:  Chem Sci       Date:  2022-04-22       Impact factor: 9.969

4.  α-Hydroxy boron-enabled regioselective access to bifunctional halo-boryl alicyclic ethers and α-halo borons.

Authors:  Lucia Wang; Shengjia Lin; Yawei Zhu; Daniel Ferrante; Timaf Ishak; Yuki Baba; Abhishek Sharma
Journal:  Chem Commun (Camb)       Date:  2021-04-12       Impact factor: 6.222

5.  Multicomponent mapping of boron chemotypes furnishes selective enzyme inhibitors.

Authors:  Joanne Tan; Armand B Cognetta Iii; Diego B Diaz; Kenneth M Lum; Shinya Adachi; Soumajit Kundu; Benjamin F Cravatt; Andrei K Yudin
Journal:  Nat Commun       Date:  2017-11-24       Impact factor: 14.919

6.  A modular and concise approach to MIDA acylboronates via chemoselective oxidation of unsymmetrical geminal diborylalkanes: unlocking access to a novel class of acylborons.

Authors:  Shengjia Lin; Lucia Wang; Negin Aminoleslami; Yanting Lao; Chelsea Yagel; Abhishek Sharma
Journal:  Chem Sci       Date:  2019-03-21       Impact factor: 9.825

7.  Copper-Catalyzed Borylation of Acyl Chlorides with an Alkoxy Diboron Reagent: A Facile Route to Acylboron Compounds.

Authors:  Xiaolei Zhang; Alexandra Friedrich; Todd B Marder
Journal:  Chemistry       Date:  2022-06-13       Impact factor: 5.020

8.  Acrylic boronate: a multifunctional C3 building block for catalytic synthesis of rare organoborons and chemoselective heterobifunctional ligations.

Authors:  Shengjia Lin; Lucia Wang; Abhishek Sharma
Journal:  Chem Sci       Date:  2021-04-26       Impact factor: 9.825

9.  Synthesis of secondary and tertiary amides without coupling agents from amines and potassium acyltrifluoroborates (KATs).

Authors:  Anne Schuhmacher; Tomoya Shiro; Sarah J Ryan; Jeffrey W Bode
Journal:  Chem Sci       Date:  2020-03-10       Impact factor: 9.825

Review 10.  Recent Advances in BODIPY Compounds: Synthetic Methods, Optical and Nonlinear Optical Properties, and Their Medical Applications.

Authors:  Prabhuodeyara M Gurubasavaraj; Vinodkumar P Sajjan; Blanca M Muñoz-Flores; Víctor M Jiménez Pérez; Narayan S Hosmane
Journal:  Molecules       Date:  2022-03-14       Impact factor: 4.411
  10 in total

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