Literature DB >> 22111621

Diastereoselective synthesis of 1,3,5-trisubstituted 4-nitropyrrolidin-2-ones via a nitro-Mannich/lactamization cascade.

Sophie M-C Pelletier1, Peter C Ray, Darren J Dixon.   

Abstract

A versatile one-pot nitro-Mannich/lactamization cascade for the direct synthesis of 1,3,5-trisubstituted 4-nitropyrrolidin-2-ones has been developed. The reaction is easy to perform and broad in scope, and high levels of diastereoselectivity can be achieved.

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Year:  2011        PMID： 22111621     DOI： 10.1021/ol202710g

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


  5 in total

1.  Stereoselective synthesis of γ-lactams from imines and cyanosuccinic anhydrides.

Authors:  Darlene Q Tan; Ashkaan Younai; Ommidala Pattawong; James C Fettinger; Paul Ha-Yeon Cheong; Jared T Shaw
Journal:  Org Lett       Date:  2013-09-26       Impact factor: 6.005

2.  One-Pot Asymmetric Nitro-Mannich/Hydroamination Cascades for the Synthesis of Pyrrolidine Derivatives: Combining Organocatalysis and Gold Catalysis.

Authors:  David M Barber; Andrej Duriš; Amber L Thompson; Hitesh J Sanganee; Darren J Dixon
Journal:  ACS Catal       Date:  2014-01-06       Impact factor: 13.084

3.  Iridium-catalyzed reductive nitro-Mannich cyclization.

Authors:  Alex W Gregory; Alan Chambers; Alison Hawkins; Pavol Jakubec; Darren J Dixon
Journal:  Chemistry       Date:  2014-11-14       Impact factor: 5.236

4.  Stereoselective, nitro-Mannich/lactamisation cascades for the direct synthesis of heavily decorated 5-nitropiperidin-2-ones and related heterocycles.

Authors:  Pavol Jakubec; Dane M Cockfield; Madeleine Helliwell; James Raftery; Darren J Dixon
Journal:  Beilstein J Org Chem       Date:  2012-04-16       Impact factor: 2.883

5.  Towards the total synthesis of keramaphidin B.

Authors:  Pavol Jakubec; Alistair J M Farley; Darren J Dixon
Journal:  Beilstein J Org Chem       Date:  2016-05-30       Impact factor: 2.883
  5 in total

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