Solid-Phase Synthesis of Optically Active Substituted 2 Aminofuranones Using an Activated Carbonate Linker

An efficient three-step solid-phase synthesis of diverse 3,5-disubstituted-2-aminofuranones has been developed. α-Hydroxy acids loaded on a nitrophenyl carbonate derivative of Wang resin are used as acylating agents for the C-acylation of active methylene compounds and the resulting intermediates pr...

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Main Authors: Dimitris Matiadis, Kyriakos C. Prousis, Olga Igglessi-Markopoulou
Format: Article
Language:English
Published: MDPI AG 2009-09-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/14/10/3914/
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author Dimitris Matiadis
Kyriakos C. Prousis
Olga Igglessi-Markopoulou
author_facet Dimitris Matiadis
Kyriakos C. Prousis
Olga Igglessi-Markopoulou
author_sort Dimitris Matiadis
collection DOAJ
description An efficient three-step solid-phase synthesis of diverse 3,5-disubstituted-2-aminofuranones has been developed. α-Hydroxy acids loaded on a nitrophenyl carbonate derivative of Wang resin are used as acylating agents for the C-acylation of active methylene compounds and the resulting intermediates provided, through a cyclative cleavage reaction, the desired product.
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spelling doaj.art-54ecdf022ac946dab6e8478b0f1805e62022-12-22T01:21:02ZengMDPI AGMolecules1420-30492009-09-0114103914392110.3390/molecules14103914Solid-Phase Synthesis of Optically Active Substituted 2 Aminofuranones Using an Activated Carbonate LinkerDimitris MatiadisKyriakos C. ProusisOlga Igglessi-MarkopoulouAn efficient three-step solid-phase synthesis of diverse 3,5-disubstituted-2-aminofuranones has been developed. α-Hydroxy acids loaded on a nitrophenyl carbonate derivative of Wang resin are used as acylating agents for the C-acylation of active methylene compounds and the resulting intermediates provided, through a cyclative cleavage reaction, the desired product.http://www.mdpi.com/1420-3049/14/10/3914/2-aminofuranonessolid-phase synthesisheterocycleslactonesacylations
spellingShingle Dimitris Matiadis
Kyriakos C. Prousis
Olga Igglessi-Markopoulou
Solid-Phase Synthesis of Optically Active Substituted 2 Aminofuranones Using an Activated Carbonate Linker
Molecules
2-aminofuranones
solid-phase synthesis
heterocycles
lactones
acylations
title Solid-Phase Synthesis of Optically Active Substituted 2 Aminofuranones Using an Activated Carbonate Linker
title_full Solid-Phase Synthesis of Optically Active Substituted 2 Aminofuranones Using an Activated Carbonate Linker
title_fullStr Solid-Phase Synthesis of Optically Active Substituted 2 Aminofuranones Using an Activated Carbonate Linker
title_full_unstemmed Solid-Phase Synthesis of Optically Active Substituted 2 Aminofuranones Using an Activated Carbonate Linker
title_short Solid-Phase Synthesis of Optically Active Substituted 2 Aminofuranones Using an Activated Carbonate Linker
title_sort solid phase synthesis of optically active substituted 2 aminofuranones using an activated carbonate linker
topic 2-aminofuranones
solid-phase synthesis
heterocycles
lactones
acylations
url http://www.mdpi.com/1420-3049/14/10/3914/
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AT kyriakoscprousis solidphasesynthesisofopticallyactivesubstituted2aminofuranonesusinganactivatedcarbonatelinker
AT olgaigglessimarkopoulou solidphasesynthesisofopticallyactivesubstituted2aminofuranonesusinganactivatedcarbonatelinker