Journal ArticleDOI
A versatile 3-acyltetramic acid reagent
TLDR
In this article, the reactif d'Emmons diethoxyphosphoryl, 3' acetonyl-3' hydroxy-4 R-1 pyrroline-3one-2 (R=dimethoxy-2,4 benzyl) a partir de N-R glycinate d'ethyle, de bromure de Bromo-4 acetoacetyl and de diethylphosphite de potassium Reactions d'aldehydes avec ce reactifAbstract:
Synthese du reactif d'Emmons diethoxyphosphoryl-3' acetonyl-3 hydroxy-4 R-1 pyrroline-3one-2 (R=dimethoxy-2,4 benzyl) a partir de N-R glycinate d'ethyle, de bromure de bromo-4 acetoacetyl et de diethylphosphite de potassium Reactions d'aldehydes avec ce reactifread more
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Book ChapterDOI
Advances in Tetramic Acid Chemistry
Hans‐Georg Henning,Anke Gelbin +1 more
TL;DR: The chapter provides an overview of the chemistry of the 3-acyl-4-amino-1,5-dihydro-2-pyrrolones and shows how the C-5 carbon atom of the pyrrolone ring is a stereo center that can be provided by natural derivatives of amino acids.
Journal ArticleDOI
Acylation of pyrrolidine-2,4-diones: a synthesis of 3-acyltetramic acids. X-Ray molecular structure of 3-[1-(difluoroboryloxy)ethylidene]-5-isopropyl-1-methyl-pyrrolidine-2,4-dione
TL;DR: Pyrrolidine-2,4-diones, prepared from corresponding α-amino acid esters by condensation with ethoxycarbonylacetic acid, Dieckmann cyclisation, and hydrolysis-decarboxylation, are acylated at C-3 by the acid chlorides of saturated, unsaturated, and arenecarboxylic acids in the presence of Lewis acids as discussed by the authors.
Journal ArticleDOI
A concise route to a key intermediate in the total syntheses of (+)-tirandamycic acid and (-)-tirandamycin a †
TL;DR: An asymmetric synthesis of 2,9-dioxabicyclo[3,3,1]nonane 4 has been completed in nine chemical steps from 4,5-dimethylfuraldehyde as mentioned in this paper.
Journal ArticleDOI
Synthesis and evaluation of a putative acyl tetramic acid intermediate in tenellin biosynthesis in Beauveria bassiana. A new role for tyrosine
TL;DR: It is concluded that the long held contention that acyltetramic acid 6 undergoes oxidative ring expansion to a pyridone no longer appears a valid hypothesis for tenellin biosynthesis.
Journal ArticleDOI
A new pyrone strategy for the synthesis of 3-acyltetramic acids
TL;DR: The potential of pyrones as precursors to 3-acyltetramic acids has been demonstrated by the conversion of 5-ethoxycarbonyl-4-methoxy-6-methyl-2-pyrone into a 3-acetyltetrameric acid as mentioned in this paper.