Synthesis of γ-lactones from intermediate 2-(γ-hydroxyacyl)-imidazoles by N-methylation and base-catalyzed C  C bond cleavage. Application to the synthesis of (±)- cavernosine-Reference-Cited by-同舟云学术

Synthesis of γ-lactones from intermediate 2-(γ-hydroxyacyl)-imidazoles by N-methylation and base-catalyzed C  C bond cleavage. Application to the synthesis of (±)- cavernosine

Published:1992-01 Issue:37 Volume:48 Page:7839-7856
ISSN:0040-4020
Container-title:Tetrahedron
language:en
Short-container-title:Tetrahedron

Author:

Davies D.Huw,Haire Nicholas A.,Hall Jonathan,Smith Edward H.

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference31 articles.

1. Generation of an active acyl species from stable 1-methyl-2-acyl-1h-imidazoles

2. Synthesis of 2-Acyl-1-methyl-1H-imidazoles and Reactivity of the Acyl Group

3. Non-oxidative conversion of ketone carbonyls into carboxy carbonyls. Comparison of 2-acylthiazoles and 2-acylimidazoles in the aldol condensation and the stereospecific cleavage of an example of the latter to a β-hydroxy ester via the azolium salt

4. Cavernosine, a Novel Ichthyotoxic Terpenoid Lactone from the Sponge Fasciospongia Cavernosa

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