Literature DB >> 24756634

Transition metal-catalyzed C-C bond activation of four-membered cyclic ketones.

Tao Xu1, Alpay Dermenci, Guangbin Dong.   

Abstract

With the advent of new synthetic methodologies, carbon-carbon bond (C-C) activation strategies have uncovered not only new fundamental reactivity but also the potential for use as a highly efficient synthetic protocol. This chapter specifically discusses the use of four-membered ketone-based starting materials for C-C activation initiated transformations using a variety of transition metals. The two major modes of activation, oxidative addition and β-C elimination, are presented as each pathway shows different mechanistic details and the ability to effect several types of reactions. Applications to the synthesis of complex molecules are presented and perspectives on future applications are considered.

Entities:  

Year:  2014        PMID: 24756634     DOI: 10.1007/128_2014_545

Source DB:  PubMed          Journal:  Top Curr Chem        ISSN: 0340-1022


  14 in total

1.  Catalytic intramolecular decarbonylative coupling of 3-aminocyclobutenones and alkenes: a unique approach to [3.1.0] bicycles.

Authors:  Xuan Zhou; Imran Zafar; Guangbin Dong
Journal:  Tetrahedron       Date:  2015-07-01       Impact factor: 2.457

2.  Coupling of sterically hindered trisubstituted olefins and benzocyclobutenones by C-C activation: total synthesis and structural revision of cycloinumakiol.

Authors:  Tao Xu; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-19       Impact factor: 15.336

3.  Distal-Bond-Selective C-C Activation of Ring-Fused Cyclopentanones: An Efficient Access to Spiroindanones.

Authors:  Ying Xia; Jianbo Wang; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-23       Impact factor: 15.336

4.  Catalytic activation of carbon-carbon bonds in cyclopentanones.

Authors:  Ying Xia; Gang Lu; Peng Liu; Guangbin Dong
Journal:  Nature       Date:  2016-11-02       Impact factor: 49.962

5.  Biocatalytic One-Carbon Ring Expansion of Aziridines to Azetidines via a Highly Enantioselective [1,2]-Stevens Rearrangement.

Authors:  David C Miller; Ravi G Lal; Luca A Marchetti; Frances H Arnold
Journal:  J Am Chem Soc       Date:  2022-03-08       Impact factor: 16.383

Review 6.  Cyclobutenones and Benzocyclobutenones: Versatile Synthons in Organic Synthesis.

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

7.  Regio- and Stereospecific 1,3-Allyl Group Transfer Triggered by a Copper-Catalyzed Borylation/ortho-Cyanation Cascade.

Authors:  Yang Yang
Journal:  Angew Chem Int Ed Engl       Date:  2015-10-28       Impact factor: 15.336

8.  Rh-catalyzed Reagent-Free Ring Expansion of Cyclobutenones and Benzocyclobutenones.

Authors:  Peng-Hao Chen; Joshua Sieber; Chris H Senanayake; Guangbin Dong
Journal:  Chem Sci       Date:  2015-07-10       Impact factor: 9.825

9.  Advanced 1,1-carboboration reactions with pentafluorophenylboranes.

Authors:  Gerald Kehr; Gerhard Erker
Journal:  Chem Sci       Date:  2015-10-08       Impact factor: 9.825

10.  Visible light-promoted ring-opening functionalization of unstrained cycloalkanols via inert C-C bond scission.

Authors:  Dongping Wang; Jincheng Mao; Chen Zhu
Journal:  Chem Sci       Date:  2018-06-11       Impact factor: 9.825

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