Literature DB >> 23006434

Stereoselective and catalytic access to β-enaminones: an entry to pyrimidines.

Eric Gayon1, Monika Szymczyk, Hélène Gérard, Emmanuel Vrancken, Jean-Marc Campagne.   

Abstract

We describe herein a highly stereoselective access to Cbz-protected β-enaminones 2 based on the NaOH catalyzed rearrangement of propargylic hydroxylamines 1. The synthetic potential of these β-enaminones is illustrated in an original synthesis of pyrimidines.

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Year:  2012        PMID： 23006434     DOI： 10.1021/jo301675g

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


  3 in total

Review 1.  Research developments in the syntheses, anti-inflammatory activities and structure-activity relationships of pyrimidines.

Authors:  Haroon Ur Rashid; Marco Antonio Utrera Martines; Adriana Pereira Duarte; Juliana Jorge; Shagufta Rasool; Riaz Muhammad; Nasir Ahmad; Muhammad Naveed Umar
Journal:  RSC Adv       Date:  2021-02-03       Impact factor: 3.361

2.  Straightforward synthesis of various chiral pyrimidines bearing a stereogenic center adjacent to the C-2 position, including C-terminal peptide isosteres.

Authors:  Sami Sahtel; Chayma Ben Maamer; Rafâa Besbes; Emmanuel Vrancken; Jean-Marc Campagne
Journal:  Amino Acids       Date:  2022-10-13       Impact factor: 3.789

3.  An Unexpected Reaction of Isodehydracetic Acid with Amines in the Presence of 1-Ethyl-3-(3-dimethylaminopropyl) Carbodiimide Hydrochloride Yields a New Type of β-Enaminones.

Authors:  Delong Wang; Hui Shi
Journal:  Molecules       Date:  2020-05-02       Impact factor: 4.411
  3 in total

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