Literature DB >> 26872500

Synthesis of a Series of γ-Keto Allyl Phosphonates.

Haitham Elleuch1, Marwa Ayadi1, Jalloul Bouajila2, Farhat Rezgui1.   

Abstract

Under solvent-free conditions and at 80 °C, a DMAP- or imidazole-mediated clean and rapid conversion of cyclic Morita-Baylis-Hillman (MBH) acetates into the corresponding γ-keto allyl phosphonates in 70-93% yields is described herein. This allylic nucleophilic substitution works well with primary and secondary acetates bearing, at the β'-position, linear or branched alkyl groups and aryl groups.

Entities:  

Year:  2016        PMID: 26872500     DOI: 10.1021/acs.joc.5b02106

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


  2 in total

1.  First DMAP-mediated direct conversion of Morita-Baylis-Hillman alcohols into γ-ketoallylphosphonates: Synthesis of γ-aminoallylphosphonates.

Authors:  Marwa Ayadi; Haitham Elleuch; Emmanuel Vrancken; Farhat Rezgui
Journal:  Beilstein J Org Chem       Date:  2016-12-30       Impact factor: 2.883

2.  Et3B-mediated and palladium-catalyzed direct allylation of β-dicarbonyl compounds with Morita-Baylis-Hillman alcohols.

Authors:  Ahlem Abidi; Yosra Oueslati; Farhat Rezgui
Journal:  Beilstein J Org Chem       Date:  2016-11-15       Impact factor: 2.883

  2 in total

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