Cyclic enaminoketones and esters are gaining increased interest, particularly dihydropyridones, which are known as important intermediates for the synthesis of piperidine-containing natural products.¹ Enaminones are versatile synthetic intermediates that combine the ambident nucleophilicity of enamines with the ambident electrophilicity of enones. Enaminoketones have proven to be versatile building blocks for the synthesis of various heterocycles such as pyridine, pyrimidine and pyrrole derivatives. Enaminone systems have “enone” character, and may act as acceptors in both 1,2 and 1,4-additions. In this way the enaminone serves as a scaffold for annulation, and can gain access to systems such as indolizidines, quinolizidines, perhydroindoles and benzoquinolizidine, all of which are common motifs in alkaloid structures. Enaminones are frequently employed as building blocks for the preparation of a variety bicyclic compounds and have been also recognized as potential anticonvulsant compounds.

(1)     A structure search of the piperidine ring using the electronic version of the Drug Data Report (MDL Drug Data Report) revealed over 12 000 discrete piperidine entities that have been mentioned in clinical and preclinical studies.

• Legal notice:
  

  Copyright (c) Pielaszek Research, all rights reserved.
  The above materials, including auxiliary resources, are subject to Publisher's copyright and the Author(s) intellectual rights. Without limiting Author(s) rights under respective Copyright Transfer Agreement, no part of the above documents may be reproduced without the express written permission of Pielaszek Research, the Publisher. Express permission from the Author(s) is required to use the above materials for academic purposes, such as lectures or scientific presentations.
  In every case, proper references including Author(s) name(s) and URL of this webpage: https://science24.com/paper/23014 must be provided.

1. Diastereoselective Synthesis of β-Lactams via Kinugasa Reaction
2. An asymmetric synthesis of 4-aryloxyazetidin-2-ones and 3,4-benzo-2-hydroxycephams
3. A Novel Method for the Synthesis of Ezetimibe Precursor
4.  Straightforward Methodology for the Stereoselective Synthesis of Benzo[a]- and Indolo[2,3-a]quinolizidines
5.  An entry to carbapenams via asymmetric Kinugasa reaction involving cyclic nitrones and terminal acetylenes