Literature DB >> 19514745

Synthesis of substituted pyrrolin-4-ones from amino acids in mild conditions via a gold-catalyzed approach.

Nicolas Gouault1, Myriam Le Roch, Carole Cornée, Michèle David, Philippe Uriac.   

Abstract

The gold-catalyzed cyclization of various alpha-amino-ynone derivatives gave the corresponding pyrrolin-4-ones in high yields. Moreover, the use of gold(III) oxide as catalyst allows a moderate to total stereocontrol during the cyclization. These pyrrolin-4-ones are highly useful intermediates for the synthesis of functionalized pyrrolidines and other natural products.

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Year:  2009        PMID: 19514745     DOI: 10.1021/jo900693a

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


  5 in total

1.  Pyrrole-based scaffolds for turn mimics.

Authors:  Eunhwa Ko; Kevin Burgess
Journal:  Org Lett       Date:  2011-01-26       Impact factor: 6.005

2.  Asymmetric synthesis of 1H-pyrrol-3(2H)-ones from 2,3-diketoesters by combination of aldol condensation with benzilic acid rearrangement.

Authors:  Qiang Sha; Hadi Arman; Michael P Doyle
Journal:  Chem Commun (Camb)       Date:  2016-01-04       Impact factor: 6.222

3.  Recent advances in the gold-catalyzed additions to C-C multiple bonds.

Authors:  He Huang; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2011-07-04       Impact factor: 2.883

4.  Total synthesis of (-)-epimyrtine by a gold-catalyzed hydroamination approach.

Authors:  Thi Thanh Huyen Trinh; Khanh Hung Nguyen; Patricia de Aguiar Amaral; Nicolas Gouault
Journal:  Beilstein J Org Chem       Date:  2013-10-09       Impact factor: 2.883

5.  Heterocyclic Cathinones as Inhibitors of Kynurenine Aminotransferase II-Design, Synthesis, and Evaluation.

Authors:  Michal Maryška; Lucie Svobodová; Wim Dehaen; Martina Hrabinová; Michaela Rumlová; Ondřej Soukup; Martin Kuchař
Journal:  Pharmaceuticals (Basel)       Date:  2021-12-10
  5 in total

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