Liebigs Annalen der Chemie

Synthese von 4??Penten??4??oliden (γ??Methylen?螃摸?butyrolactonen) über 4??Pentensäuren

HJ Günther, E Guntrum, V Jäger

Index: Guenther, Hans Juergen; Guntrum, Eberhard; Jaeger, Volker Liebigs Annalen der Chemie, 1984 , # 1 p. 15 - 30

Full Text: HTML

Citation Number: 15

Abstract

Abstract 4-Penten-4-olide (γ-Methylen-γ-butyrolactone) 7 sind aus Allylalkoholen 1 durch Orthoester-Claisenumlagerung und Hydrolyse zu 4-Pentensäuren 5, anschließende Iodlactonisierung und HI-Abspaltung mit 1, 8-Diazabicyclo [5.4. 0] undec-7-en (DBU) in guter Gesamtausbeute und variablem Substitutionsmuster leicht zugänglich.—Die Iodlactonisierung unter kinetischer Kontrolle zeigt mäßige 1, 2-oder 1, 3-asymmetrische ...

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