Synthese des <i>d</i>,<i>l</i>‐Isoiridomyrmecins

Körte, F.; Büchel, Karl Heinz; Zschocke, Albrecht

doi:10.1002/cber.19610940804

Cited by 23 publications

(4 citation statements)

References 9 publications

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“…The insecticidal properties of this lactone are no doubt responsible, at least in part, for the recent spectacular expansion of the range of this species. The structure I was determined for the lactone by degradation and correlation with other natural substances (Fusco et at., 1955;BATES et al, 1958; DOLE]S et al, 1960), and confirmed by several syntheses (KORTE et al, 1959;KORTE et al, 1961; WOLINSKY et al, 1965) and x-ray analysis (MCCONNELL et al, 1962). The mirror image of this lactone is apparently found in the plant Actinidia polygama Miq., as a constituent of the mixture called "matatabilactone" (SAKAN et al, 1959).…”

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confidence: 56%

Biosynthesis

1967

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All rights, especially that of translation into f oreign 1anguages, reserved. It is also forbidden to reproduce this book, either who1e or in part, by photomechanical means (photostat, microfilm and/or microcard) or by other procedure without written pennission from Springcr-Vcrlag Berlin Heide1bCig GmbH. DedicationFor most areas of scientific pursuit, there is usually that rare investigator who has the imagination to conceive ideas, who has faith in his visions, and who has the ability to critically test his concepts in the laboratory. Almost invariably, this scientist also inspires younger men to enthusiastically enter into his research program. To him should go the accolades and the recognitions of the esteem in which he is held. As only a small part of this esteem, we wish to dedicate these books to Professor SELMAN A. W AKSMAN in appreciation of his leadership and contributions in all facets of antibiotic research. PrefaceThe idea for publishing these books on the mechanism of action and on the biosynthesis of antibiotics was born of frustration in our attempts to keep abreast of the literature. Gone were the years when we were able to keep a bibliography on antibiotics and feel confident that we could find everything that was being published on this sUbject. These fields of investigation were moving forward so rapidly and were encompassing so wide a range of specialized areas in microbiology and chemistry that it was almost impossible to keep abreast of developments. In our naivete and enthusiasm, however, we were unaware that we were toying with an idea that might enmesh us, that we were creating an entity with a life of its own, that we were letting loose a Golom who instead of being our servant would be our master.That we set up ideals for these books is obvious; they would be current guides to developments and information in the areas of mechanism of action and biosynthesis of antibiotics. For almost every subject, we wished to enlist the aid of an investigator who himself had played a part in determining the nature of the phenomena that were being discussed. One concept for the books was that they include only antibiotics for which a definitive, well-documented mechanism of action or biosynthetic pathway was known. Yet, such an approach would not entirely serve the purpose we projected, for it would not encompass all of the information available in these fields of antibiotic investigations and blind searches for the original literature would still have to be made. We therefore chose to include any and all antibiotics about which some pertinent information had been published. It was obvious even at the start that such a compilation, integration, and analysis of information could never be complete unless scientific investigations ceased at the moment the last manuscript was submitted-an end that was neither desirable nor possible. An addendum was therefore included at the end of the volume and left open for the addition of new information until the last pages of the regular articles had been printed.The...

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confidence: 56%

Biosynthesis

1967

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“…Chemicals HFBPI and HTPI were synthesised according to the method of Korte and Storiko [11] from 3-phenyl-5-isoxazolone and the corresponding acid chlorides (see Scheme 1). The synthesised 4-acyl-3-phenyl-5-isoxazolones were identified by elemental analyses, IR and 1 H NMR spectral data.…”

Section: Methodsmentioning

confidence: 99%

Crown ether as size selective synergist in the solvent extraction of thorium(IV) and uranium(VI) with 3-phenyl-4-(4-fluorobenzoyl)-5-isoxazolone

Reddy¹,

Meera²

2001

Radiochimica Acta

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The synergistic extraction of thorium(IV) and uranium(VI) from nitric acid solutions has been investigated using mixtures of 3-phenyl-4-(4-fluorobenzoyl)-5-isoxazolone (HFBPI) and dicyclohexano-18-crown-6 (DC18C6), dibenzo-18-crown-6 (DB18C6) or benzo-15-crown-5 (B15C5). The results demonstrate that these metal ions are extracted into chloroform as Th(FBPI) 4 and UO 2 (FBPI) 2 with HFBPI alone and as Th(FBPI) 4 ·CE and UO 2 (FBPI) 2 ·CE in the presence of crown ethers (CE). The equilibrium constants of the above extracted complexes have been deduced by nonlinear regression analysis. The addition of a crown ether to the metal chelate system enhances the extraction efficiency and also improves the selectivities significantly between thorium (IV) and uranium(VI). The complexation strength of uranium(VI) with various crown ethers follows the order: DC18C6 > B15C5 > DB18C6, which can be explained on the basis of crown ether basicity sequence and steric effects. On the other hand, the complexation strength of Th-FBPI chelate with crown ether follows the order: B15C5 > DC18C6 > DB18C6. The high extraction of thorium(IV) with B15C5 can be explained on the basis of 'size-fitting effect'. Solid complexes of these metals with 4-acyl-3-phenyl-5-isoxazolones and with mixtures of HFBPI and crown ether have been isolated and characterised by elemental analyses, IR and 1 HNMR spectroscopic techniques.

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“…9.4.1.5 Ring Transformations of Heterocycles Leading to Isoxazoles 4-Acylisoxazolin-5-ones 90 rearrange to the isomeric isoxazole-4-carboxylic acids 91 upon treatment with aqueous sodium hydroxide[187]. 4-Benzylidene-3-phenylisoxazolin-5-one (92) is converted into isoxazole 93 upon treatment with anhydrous ammonia in ethanol in the presence of benzaldehyde (Scheme 9.26)[188].The reaction of hydroxylamine with 2-substituted or 3-substituted chromones gives exclusively the corresponding 5-(2-hydroxyphenyl)isoxazoles (Scheme 9.27)[10].…”

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confidence: 99%