METHOD FOR THE SYNTHESIS OF 4-ALKOXY-, 4-HYDROXY- AND 4-ARYLOXY-SUBSTITUTED TETRAHYDRO-FURO[3,4-B]FURAN-2(3H)-ONE COMPOUNDS

The present invention relates to a method for the synthesis of enantiomerically and diastereomerically enriched 4-alkoxy-, 4-hydroxy- or 4-aryloxy- substituted tetrahydro-furo[3,4-b]furan-2(3H)-ones by aldol coupling of a suitable hydroxyl-protected hydroxy-acetaldehyde and 4-oxobutanoic acid or an...

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Hauptverfasser:	QUAEDFLIEG, PETER JAN LEONARD MARIO, HANBAUER, MARTIN HELMUT FRIEDRICH, STRAATMAN, HENRICUS MARTINUS MARIA GERARDUS, ALSTERS, PAULUS LAMBERTUS
Format:	Patent
Sprache:	eng ; fre
Schlagworte:	CHEMISTRY CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS HETEROCYCLIC COMPOUNDS METALLURGY ORGANIC CHEMISTRY TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINSTCLIMATE CHANGE
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Beschreibung
Zusammenfassung:	The present invention relates to a method for the synthesis of enantiomerically and diastereomerically enriched 4-alkoxy-, 4-hydroxy- or 4-aryloxy- substituted tetrahydro-furo[3,4-b]furan-2(3H)-ones by aldol coupling of a suitable hydroxyl-protected hydroxy-acetaldehyde and 4-oxobutanoic acid or an ester thereof, and subsequent removal of the protecting group from the aldol compound and (optionally simultaneous) cyclizations and acetal formation under acidic conditions in the presence of an alcohol, followed by optional isolation of the desired compounds. The invention also relates to compounds according to formulae [Xl] and [XII]. Cette invention concerne un procédé de synthèse de tétrahydro-furo[3,4-b]furan-2(3H)-ones substitués 4-alkoxy-, 4-hydroxy- or 4-aryloxy, enrichis énantionériquement et diasteromériquement par couplage aldol d'un hydroxy-acétaldéhyde protégé hydroxyle approprié et d'un acide 4-oxobutanoïque ou d'un ester de cet acide, et par élimination ultérieure du groupe protecteur de composé aldol et (éventuellement simultanément) cyclisations et formation d'acétal en conditions acides en présence d'un alcool, suivi de l'isolation éventuelle des composés souhaités. L'invention concerne également des composés représentés par les formules [XI] et [XII].