Literature DB >> 27198468

Synergistic Catalysis: Enantioselective Ring Expansion of Vinyl Cyclopropanes Combining Four Catalytic Cycles for the Synthesis of Highly Substituted Spirocyclopentanes Bearing up to Four Stereocenters.

Marta Meazza1, Ramon Rios2.   

Abstract

A double synergistic cascade reaction is reported, combining transition metal and amine catalysis. The reaction between vinyl cyclopropanes and enals renders the final cyclopentane derivatives in excellent yields and stereoselectivities.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cascade reaction; cyclopentanes; enantioselective; palladium; synergistic catalysis

Year:  2016        PMID: 27198468     DOI: 10.1002/chem.201601893

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


  5 in total

1.  Synergistic formal ring contraction for the enantioselective synthesis of spiropyrazolones.

Authors:  Marta Meazza; Martin Kamlar; Lucie Jašíková; Bedřich Formánek; Andrea Mazzanti; Jana Roithová; Jan Veselý; Ramon Rios
Journal:  Chem Sci       Date:  2018-06-28       Impact factor: 9.825

Review 2.  Recent progress in asymmetric synergistic catalysis - the judicious combination of selected chiral aminocatalysts with achiral metal catalysts.

Authors:  Christian D-T Nielsen; Joshua D Linfoot; Alexander F Williams; Alan C Spivey
Journal:  Org Biomol Chem       Date:  2022-04-06       Impact factor: 3.890

3.  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

4.  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

5.  Diastereo- and enantioselective [3 + 3] cycloaddition of spirocyclopropyl oxindoles using both aldonitrones and ketonitrones.

Authors:  Peng-Wei Xu; Jia-Kuan Liu; Lan Shen; Zhong-Yan Cao; Xiao-Li Zhao; Jun Yan; Jian Zhou
Journal:  Nat Commun       Date:  2017-11-20       Impact factor: 14.919

  5 in total

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