Literature DB >> 30450907

Stereoselective Intermolecular [2 + 2] Cycloadditions of Erlenmeyer-Plöchl Azlactones Using Visible Light Photoredox Catalysis.

Isabellar F S Marra1, Angelina M de Almeida1, Larissa P Silva1, Pedro P de Castro1, Charlane C Corrêa1, Giovanni Wilson Amarante1.   

Abstract

The first report of the preparation of symmetric and nonsymmetric diaminotruxinic derivatives through the photoredox [2 + 2] cycloadditions of Erlenmeyer azlactones is described, affording the desired compounds in high regio- and diastereocontrol (only head-to-head coupling). Mechanistic studies by DFT suggest that the reaction proceeds through a neutral photocatalytic pathway.

Entities:  

Year:  2018        PMID: 30450907     DOI: 10.1021/acs.joc.8b02430

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Reactivity of (Z)-4-Aryliden-5(4H)-thiazolones: [2 + 2]-Photocycloaddition, Ring-Opening Reactions, and Influence of the Lewis Acid BF3.

Authors:  Sonia Sierra; David Dalmau; Sheila Higuera; Darío Cortés; Olga Crespo; Ana I Jimenez; Alexandra Pop; Cristian Silvestru; Esteban P Urriolabeitia
Journal:  J Org Chem       Date:  2021-08-16       Impact factor: 4.198

2.  Stereoselective, Ruthenium-Photocatalyzed Synthesis of 1,2-Diaminotruxinic Bis-amino Acids from 4-Arylidene-5(4H)-oxazolones.

Authors:  Sonia Sierra; M Victoria Gomez; Ana I Jiménez; Alexandra Pop; Cristian Silvestru; Maria Luisa Marín; Francisco Boscá; Germán Sastre; Enrique Gómez-Bengoa; Esteban P Urriolabeitia
Journal:  J Org Chem       Date:  2022-02-10       Impact factor: 4.354

Review 3.  Recent Visible Light and Metal Free Strategies in [2+2] and [4+2] Photocycloadditions.

Authors:  Marina Sicignano; Ricardo I Rodríguez; José Alemán
Journal:  European J Org Chem       Date:  2021-06-10
  3 in total

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