Literature DB >> 15469263

Stereoselective synthesis of highly substituted Delta1-pyrrolines: exo-selective 1,3-dipolar cycloaddition reactions with azlactones.

Satyamaheshwar Peddibhotla1, Jetze J Tepe.   

Abstract

We report herein a silver(I)-catalyzed exo-selective synthesis of highly substituted Delta1-pyrroline scaffolds from amino acid-derived münchnones. Silver acetate successfully catalyzed the cycloaddition reaction of azlactones with alkenes, generating Delta1-pyrrolines in very good yields without isomerization to the Delta2-pyrrolines or decarboxylation.

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Year:  2004        PMID： 15469263     DOI： 10.1021/ja046149i

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  6 in total

1.  Gold(I)-catalyzed diastereo- and enantioselective 1,3-dipolar cycloaddition and Mannich reactions of azlactones.

Authors:  Asa D Melhado; Giovanni W Amarante; Z Jane Wang; Marco Luparia; F Dean Toste
Journal:  J Am Chem Soc       Date:  2011-02-22       Impact factor: 15.419

2.  Increased extracellular pressure stimulates tumor proliferation by a mechanosensitive calcium channel and PKC-β.

Authors:  Marc D Basson; Bixi Zeng; Christina Downey; Madhu P Sirivelu; Jetze J Tepe
Journal:  Mol Oncol       Date:  2014-10-23       Impact factor: 6.603

3.  A Reactivity-Driven Approach to the Discovery and Development of Gold-Catalyzed Organic Reactions.

Authors:  Nathan D Shapiro; F Dean Toste
Journal:  Synlett       Date:  2010-03-01       Impact factor: 2.454

4.  Enantioselective cycloaddition of münchnones onto [60]fullerene: organocatalysis versus metal catalysis.

Authors:  Juan Marco-Martínez; Silvia Reboredo; Marta Izquierdo; Vanesa Marcos; Juan Luis López; Salvatore Filippone; Nazario Martín
Journal:  J Am Chem Soc       Date:  2014-02-10       Impact factor: 15.419

5.  Tin(iv) chloride mediated (3 + 2) annulation of trans-2-aroyl-3-styrylcyclopropane-1,1-dicarboxylates with nitriles: diastereoselective access to 5-vinyl-1-pyrroline derivatives.

Authors:  Murugesan Thangamani; Subaramaniam Thangamalar; Kannupal Srinivasan
Journal:  RSC Adv       Date:  2021-04-21       Impact factor: 3.361

Review 6.  Metal-mediated synthesis of pyrrolines.

Authors:  Noelia S Medran; Agustina La-Venia; Sebastian A Testero
Journal:  RSC Adv       Date:  2019-02-27       Impact factor: 4.036
  6 in total

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