Literature DB >> 25504908

Highly enantioselective [3+2] cycloaddition of vinylcyclopropane with nitroalkenes catalyzed by palladium(0) with a chiral bis(tert-amine) ligand.

Feng Wei1, Chuan-Li Ren, Dong Wang, Li Liu.   

Abstract

An enantioselective [3+2] cycloaddition of vinyl cyclopropane derived from 1,3-indanedione with nitroalkenes catalyzed by palladium(0) with a chiral bis(tert-amine) ligand was developed in high yields with good diastereoselectivities and excellent enantioselectivities. The resulting bis(tert-amine)-palladium complex proved to be a highly efficient catalyst for this cycloaddition.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; cycloaddition; nitroalkenes; palladium catalyst; vinylcyclopropane

Year:  2014        PMID: 25504908     DOI: 10.1002/chem.201405407

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  4 in total

1.  Palladium-Catalyzed Cascade to Benzoxepins by Using Vinyl-Substituted Donor-Acceptor Cyclopropanes.

Authors:  Matteo Faltracco; Koen N A van de Vrande; Martijn Dijkstra; Jordy M Saya; Trevor A Hamlin; Eelco Ruijter
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-26       Impact factor: 15.336

2.  Pd-catalyzed [3 + 2] cycloaddition of vinylcyclopropanes with 1-azadienes: synthesis of 4-cyclopentylbenzo[e][1,2,3]oxathiazine 2,2-dioxides.

Authors:  Yan Lin; Qijun Wang; Yang Wu; Chang Wang; Hao Jia; Cheng Zhang; Jiaxing Huang; Hongchao Guo
Journal:  RSC Adv       Date:  2018-12-05       Impact factor: 3.361

3.  Cooperative Palladium/Isothiourea Catalyzed Enantioselective Formal (3+2) Cycloaddition of Vinylcyclopropanes and α,β-Unsaturated Esters.

Authors:  Jacqueline Bitai; Alastair J Nimmo; Alexandra M Z Slawin; Andrew D Smith
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-28       Impact factor: 16.823

4.  Stereoselective Synthesis of Fused Vinylcyclopropanes by Intramolecular Tsuji-Trost Cascade Cyclization.

Authors:  John Braun; Maxim I Ariëns; Bianca T Matsuo; Steven de Vries; Ellen D H van Wordragen; Brecht D Ellenbroek; Christophe M L Vande Velde; Romano V A Orru; Eelco Ruijter
Journal:  Org Lett       Date:  2018-10-12       Impact factor: 6.005

  4 in total

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