Synthesis of pyrrolo[1,2-a]pyrimidine enantiomers via domino ring-closure followed by retro diels-alder protocol

From 2-aminonorbornene hydroxamic acids, a simple and efficient method for the preparation of pyrrolo[1,2-a]pyrimidine enantiomers is reported. The synthesis is based on domino ring-closure followed by microwave-induced retro Diels-Alder (RDA) protocols, where the chirality of the desired products i...

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Bibliographic Details
Main Authors: Fekete Beáta
Palkó Márta
Haukka Matti
Fülöp Ferenc
Format: Article
Published: 2017
Series:MOLECULES 22 No. 4
doi:10.3390/molecules22040613

mtmt:3266854
Online Access:http://publicatio.bibl.u-szeged.hu/12517
Description
Summary:From 2-aminonorbornene hydroxamic acids, a simple and efficient method for the preparation of pyrrolo[1,2-a]pyrimidine enantiomers is reported. The synthesis is based on domino ring-closure followed by microwave-induced retro Diels-Alder (RDA) protocols, where the chirality of the desired products is transferred from norbornene derivatives. The stereochemistry of the synthesized compounds was proven by X-ray crystallography. The absolute configuration of the product is determined by the configuration of the starting amino hydroxamic acid.
Physical Description:Azonosító: 613-Terjedelem: 13 p.
ISSN:1420-3049