Literature DB >> 22208166

Boronate urea activation of nitrocyclopropane carboxylates.

Sonia S So1, Tyler J Auvil, Victoria J Garza, Anita E Mattson.   

Abstract

Boronate ureas operate as catalysts for the activation of nitrocyclopropane carboxylates in nucleophilic ring-opening reactions. A variety of amines were found to open the urea-activated nitrocyclopropane carboxylates, generating highly useful nitro ester building blocks in good yields. Standard manipulations allow access to a wide range of valuable compounds from the ring-opened products with direct applications in bioactive target synthesis.
© 2011 American Chemical Society

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Year:  2011        PMID: 22208166     DOI: 10.1021/ol202873d

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Dicationic ring-opening reactions of trans-2-phenylcyclopropylamine·HCl: electrophilic cleavage of the distal (C2-C3) bond of cyclopropanes.

Authors:  Sten O Nilsson Lill; Rajasekhar Reddy Naredla; Matthew E Zielinski; Larecia Knoecer; Douglas A Klumpp
Journal:  J Org Chem       Date:  2013-08-26       Impact factor: 4.354

2.  Quantification of electrophilic activation by hydrogen-bonding organocatalysts.

Authors:  Ryan R Walvoord; Phuong N H Huynh; Marisa C Kozlowski
Journal:  J Am Chem Soc       Date:  2014-11-04       Impact factor: 15.419

3.  Gold(I)-Mediated Thiourea Organocatalyst Activation: A Synergic Effect for Asymmetric Catalysis.

Authors:  Anabel Izaga; Raquel P Herrera; M Concepción Gimeno
Journal:  ChemCatChem       Date:  2017-03-23       Impact factor: 5.686

4.  Ring-Opening 1,3-Halochalcogenation of Cyclopropane Dicarboxylates.

Authors:  Jan Wallbaum; Lennart K B Garve; Peter G Jones; Daniel B Werz
Journal:  Org Lett       Date:  2016-12-14       Impact factor: 6.005

  4 in total

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