Literature DB >> 26356201

Highly Selective Cascade C-C Bond Formation via Palladium- Catalyzed Oxidative Carbonylation-Carbocyclization-Carbonylation-Alkynylation of Enallenes.

Can Zhu1, Bin Yang1, Jan-E Bäckvall1.   

Abstract

A highly efficient palladium-catalyzed oxidative cascade reaction of enallenes undergoing overall four C-C bond formations has been developed. The insertion cascade proceeds via carbonylation-carbocyclization-carbonylation-alkynylation involving sequential insertion of carbon monoxide, olefin, and carbon monoxide. Furthermore, different types of terminal alkynes and functionalized enallenes have been investigated and found to undergo the cascade reaction under mild reaction conditions.

Entities:  

Year:  2015        PMID: 26356201     DOI: 10.1021/jacs.5b06828

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


  11 in total

1.  Scope and mechanistic investigations of Pd-catalyzed coupling/cyclizations and cycloisomerizations of allenyl malonates.

Authors:  Logan E Vine; Ryan D Reeves; Eleanor M Landwehr; Israel Fernández; Jennifer M Schomaker
Journal:  ACS Catal       Date:  2021-07-15       Impact factor: 13.700

2.  Palladium-Catalyzed Oxidative Carbocyclization-Borylation of Enallenes to Cyclobutenes.

Authors:  Youai Qiu; Bin Yang; Can Zhu; Jan-E Bäckvall
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-18       Impact factor: 15.336

3.  Highly Efficient Cascade Reaction for Selective Formation of Spirocyclobutenes from Dienallenes via Palladium-Catalyzed Oxidative Double Carbocyclization-Carbonylation-Alkynylation.

Authors:  Youai Qiu; Bin Yang; Can Zhu; Jan-E Bäckvall
Journal:  J Am Chem Soc       Date:  2016-10-13       Impact factor: 15.419

4.  A Synthesis of Substituted α-Allenols via Iron-Catalyzed Cross-Coupling of Propargyl Carboxylates with Grignard Reagents.

Authors:  Simon N Kessler; Fabian Hundemer; Jan-E Bäckvall
Journal:  ACS Catal       Date:  2016-09-28       Impact factor: 13.084

5.  Highly selective olefin-assisted palladium-catalyzed oxidative carbocyclization via remote olefin insertion.

Authors:  Youai Qiu; Bin Yang; Can Zhu; Jan-E Bäckvall
Journal:  Chem Sci       Date:  2016-09-15       Impact factor: 9.825

6.  Efficient Stereoselective Carbocyclization to cis-1,4-Disubstituted Heterocycles Enabled by Dual Pd/Electron Transfer Mediator (ETM) Catalysis.

Authors:  Can Zhu; Jie Liu; Binh Khanh Mai; Fahmi Himo; Jan-E Bäckvall
Journal:  J Am Chem Soc       Date:  2020-03-13       Impact factor: 15.419

7.  Sequential Insertion of Alkynes, Alkenes, and CO into the Pd-C Bond of ortho-Palladated Primary Phenethylamines: from η3-Allyl Complexes and Enlarged Palladacycles to Functionalized Arylalkylamines.

Authors:  José-Antonio García-López; María-José Oliva-Madrid; Delia Bautista; José Vicente; Isabel Saura-Llamas
Journal:  Organometallics       Date:  2021-01-29       Impact factor: 3.876

8.  Enzyme- and Ruthenium-Catalyzed Enantioselective Transformation of α-Allenic Alcohols into 2,3-Dihydrofurans.

Authors:  Bin Yang; Can Zhu; Youai Qiu; Jan-E Bäckvall
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-08       Impact factor: 15.336

9.  Synthesis of Cross-Conjugated Polyenes via Palladium-Catalyzed Oxidative C-C Bond Forming Cascade Reactions of Allenes.

Authors:  Veluru Ramesh Naidu; Jan-E Bäckvall
Journal:  J Org Chem       Date:  2020-04-02       Impact factor: 4.354

10.  Amino-Supported Palladium Catalyst for Chemo- and Stereoselective Domino Reactions.

Authors:  Man-Bo Li; Jie Yang; Ying Yang; Guo-Yong Xu; Gen Luo; Jianping Yang; Jan-E Bäckvall
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-10       Impact factor: 16.823

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