Literature DB >> 17563809

Strained azetidinium ylides: new reagents for epoxidation.

Audrey Alex1, Bénédicte Larmanjat, Jérôme Marrot, François Couty, Olivier David.   

Abstract

Azetidinium ylides effected facile epoxidation of various carbonyl compounds furnishing tri or tetrasubstituted epoxides that were unattainable via classical ammonium ylide chemistry; the produced trisubstituted oxiranes gave rise to a remarkable cascade of reactions leading to some original pyrrolidin-3-ones.

Entities:  

Year:  2007        PMID： 17563809     DOI： 10.1039/b701848g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  8 in total

1.  Identification of the best-suited leaving group for the diastereoselective synthesis of glycidic amides from stabilised ammonium ylides and aldehydes.

Authors:  Richard Herchl; Martin Stiftinger; Mario Waser
Journal:  Org Biomol Chem       Date:  2011-08-11       Impact factor: 3.876

2.  Ammonium ylides for the diastereoselective synthesis of glycidic amides.

Authors:  Mario Waser; Richard Herchl; Norbert Müller
Journal:  Chem Commun (Camb)       Date:  2010-12-21       Impact factor: 6.222

3.  Benzylic Ammonium Ylide Mediated Epoxidations.

Authors:  Lukas Roiser; Raphaël Robiette; Mario Waser
Journal:  Synlett       Date:  2016-06-15       Impact factor: 2.454

4.  Asymmetric syntheses of three-membered heterocycles using chiral amide-based ammonium ylides.

Authors:  Mathias Pichler; Johanna Novacek; Raphaël Robiette; Vanessa Poscher; Markus Himmelsbach; Uwe Monkowius; Norbert Müller; Mario Waser
Journal:  Org Biomol Chem       Date:  2015-02-21       Impact factor: 3.876

5.  Towards a General Understanding of Carbonyl-Stabilised Ammonium Ylide-Mediated Epoxidation Reactions.

Authors:  Johanna Novacek; Lukas Roiser; Katharina Zielke; Raphaël Robiette; Mario Waser
Journal:  Chemistry       Date:  2016-07-06       Impact factor: 5.236

6.  On the origin of the stereoselectivity in chiral amide-based ammonium ylide-mediated epoxidations.

Authors:  Johanna Novacek; Raphaël Robiette; Mario Waser
Journal:  Monatsh Chem       Date:  2016-11-24       Impact factor: 1.451

7.  Asymmetric Synthesis of 2,3-Dihydrobenzofurans by a [4+1] Annulation Between Ammonium Ylides and In Situ Generated o-Quinone Methides.

Authors:  Nicole Meisinger; Lukas Roiser; Uwe Monkowius; Markus Himmelsbach; Raphaël Robiette; Mario Waser
Journal:  Chemistry       Date:  2017-03-27       Impact factor: 5.236

8.  Ammonium Ylide Mediated Cyclization Reactions.

Authors:  Lukas Roiser; Katharina Zielke; Mario Waser
Journal:  Asian J Org Chem       Date:  2018-03-25       Impact factor: 3.319
  8 in total

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