Literature DB >> 26096718

Nickel-Catalyzed Chemo-, Regio- and Diastereoselective Bond Formation through Proximal C-C Cleavage of Benzocyclobutenones.

Francisco Juliá-Hernández1, Asraa Ziadi1, Akira Nishimura1, Ruben Martin2,3.   

Abstract

The first catalytic intermolecular proximal C1-C2 cleavage of benzocyclobutenones (BCB) without prior carbonyl activation or employing noble metals has been developed. This protocol operates at room temperature and is characterized by an exquisite chemo-, regio- and diastereoselectivity profile, constituting a unique platform for preparing an array of elusive carbocyclic skeletons.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CC activation; benzocyclobutenones; nickel catalysis; ring strain

Year:  2015        PMID： 26096718     DOI： 10.1002/anie.201503461

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


  8 in total

1.  Nickel-Catalyzed Chemo- and Enantioselective Coupling between Cyclobutanones and Allenes: Rapid Synthesis of [3.2.2] Bicycles.

Authors:  Xuan Zhou; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2016-11-04       Impact factor: 15.336

2.  Activation of diverse carbon-heteroatom and carbon-carbon bonds via palladium(II)-catalysed β-X elimination.

Authors:  Van T Tran; John A Gurak; Kin S Yang; Keary M Engle
Journal:  Nat Chem       Date:  2018-08-20       Impact factor: 24.427

Review 3.  Cyclobutenones and Benzocyclobutenones: Versatile Synthons in Organic Synthesis.

Authors:  Peng-Hao Chen; Guangbin Dong
Journal:  Chemistry       Date:  2016-09-13       Impact factor: 5.236

4.  "Cut and Sew" Transformations via Transition-Metal-Catalyzed Carbon-Carbon Bond Activation.

Authors:  Peng-Hao Chen; Brent A Billett; Tatsuhiro Tsukamoto; Guangbin Dong
Journal:  ACS Catal       Date:  2017-01-06       Impact factor: 13.084

5.  Two-Carbon Ring Expansion of 1-Indanones via Insertion of Ethylene into Carbon-Carbon Bonds.

Authors:  Ying Xia; Shusuke Ochi; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2019-08-08       Impact factor: 15.419

6.  Homologation of aryl ketones to long-chain ketones and aldehydes via C-C bond cleavage.

Authors:  Xing Wang; Ling-Jun Li; Zhen-Yu Wang; Hui Xu; Hui-Xiong Dai
Journal:  iScience       Date:  2022-06-02

7.  Memory of Chirality as a Prominent Pathway for the Synthesis of Natural Products through Chiral Intermediates.

Authors:  Tomas Hardwick; Nisar Ahmed
Journal:  ChemistryOpen       Date:  2018-06-19       Impact factor: 2.911

8.  Nickel-Catalyzed Asymmetric Domino Ring Opening/Cross-Coupling Reaction of Cyclobutanones via a Reductive Strategy.

Authors:  Decai Ding; Haiyan Dong; Chuan Wang
Journal:  iScience       Date:  2020-04-03
  8 in total

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