Literature DB >> 30869671

Formal [3+2] cycloaddition of vinylcyclopropane azlactones to enals using synergistic catalysis.

Martin Kamlar1, Michael Franc, Ivana Císařová, Róbert Gyepes, Jan Veselý.   

Abstract

The present study reports the asymmetric cyclization of enals with vinylcyclopropane azlactones efficiently catalyzed by the combination of achiral Pd(0) complexes and chiral secondary amines. Corresponding spirocyclic azlactones were produced in high yields with moderate diastereoselectivities and excellent enantioselectivities. This protocol provides an efficient and easily-performed route to spirocyclic scaffolds, and densely functionalized cyclopentanes containing quaternary carbon centers.

Entities:  

Year:  2019        PMID: 30869671     DOI: 10.1039/c8cc06500d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

Review 1.  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

2.  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

Review 3.  Synergistic Strategies in Aminocatalysis.

Authors:  Antonio Del Vecchio; Arianna Sinibaldi; Valeria Nori; Giuliana Giorgianni; Graziano Di Carmine; Fabio Pesciaioli
Journal:  Chemistry       Date:  2022-07-04       Impact factor: 5.020

  3 in total

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