“Reverse-oriented” Cycloaddition of Nitrone to Enamine
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چکیده
منابع مشابه
Protein Modification by Strain-Promoted Alkyne–Nitrone Cycloaddition**
The bioorthogonal chemical reporter strategy is emerging as a versatile method for the labeling of biomolecules, such as nucleic acids, lipids, carbohydrates, and proteins. In this approach, an abiotic chemical functionality (reporter) is incorporated into a target biomolecule and can then react with a complementary bioorthogonal functional group linked to one of a diverse set of probes. The az...
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[figure: see text] Thermolysis of lactone 18 initiated a stereospecific transannular nitrone-olefin [3 + 2] cycloaddition to yield tetracycle 19. Methanolysis followed by reductive cleavage of the isoxazolidine yielded 20, representing the azaspirocyclic core of pinnaic acid (1).
متن کاملCascade oxime formation, cyclization to a nitrone, and intermolecular dipolar cycloaddition.
Simple haloaldehydes, including enolisable aldehydes, were found to be suitable for the formation of cyclic products by cascade (domino) condensation, cyclisation, dipolar cycloaddition chemistry. This multi-component reaction approach to heterocyclic compounds was explored by using hydroxylamine, a selection of aldehydes, and a selection of activated dipolarophiles. Initial condensation gives ...
متن کاملTheoretical elucidation of the mechanism of the cycloaddition between nitrone ylides and electron-deficient alkenes.
A full theoretical study of the reaction between a novel type of ylide, i.e. nitrone ylides, and alkenes has been carried out. Both concerted and polar stepwise mechanisms have been considered. Only the zwitterionic mechanism predicts correctly the experimentally observed adducts. Depending on the level of theory, the mechanism moves from concerted to polar stepwise, as demonstrated by the corr...
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ژورنال
عنوان ژورنال: Bulletin of the Chemical Society of Japan
سال: 1970
ISSN: 0009-2673,1348-0634
DOI: 10.1246/bcsj.43.1913