منابع مشابه
1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides with Carbonyl Dipolarophiles Yielding Oxazolidine Derivatives.
We provide a comprehensive account of the 1,3-dipolar cycloaddition reactions of azomethine ylides with carbonyl dipolarophiles. Many different azomethine ylides have been studied, including stabilized and non-stabilized ylides. Of the carbonyl dipolarophiles, aldehydes including formaldehyde are the most studied, although there are now examples of cycloadditions with ketones, ketenes and carbo...
متن کاملDual reactivity of imidic carbonyl ylides in Rh(II)-catalyzed reactions of α-diazocarbonyl compounds with succinimide
Stabilization of imidic carbonyl ylides derived from alpha-diazocarbonyl compounds and succinimide occurs in two different ways: ylides from diazoesters experience a [1,4]-hydrogen shift to produce the corresponding O-alkylimidates while their analogues with at least one acyl group undergo [1,5]electrocyclization yielding 1,3-dioxoles. DOI: https://doi.org/10.1016/j.tetlet.2006.01.155 Posted at...
متن کاملOrganocatalyzed Intramolecular Carbonyl-Ene Reactions.
An organocatalyzed intramolecular carbonyl-ene reaction was developed to produce carbocyclic and heterocyclic 5- and 6-membered rings from a citronellal-derived trifluoroketone and a variety of aldehydes. A phosphoramide derivative was found to promote the cyclization of the trifluoroketone, whereas a less acidic phosphoric acid proved to be a superior catalyst for the aldehyde substrates.
متن کاملChiral Induction in Cycloaddition Reactions of Azomethine Ylides to Synthesis of New Enantiomerically Pure Spiro Oxindolopyrrolizidines
An efficient one-pot three-component procedure for the synthesis of new chiral spiro-oxindolopyrrolizidines with highly regio-, diastereo-, and enantioselective from 1,3-dipolar cycloaddition of azomethine ylides and optically pure active cinamoyl oxazolidinone are described. The process occurs at room temperature in aqueous ethanol as green solvent and in the absence of any bidentate chelating...
متن کاملA novel synthesis of diastereomerically pure spiro- oxindolopyrrolizidines and oxindolopyrrolidines via cycloaddition reactions of azomethine ylides
An efficient one-pot three-component procedure for the synthesis of new chiral spiro oxindolopyrrolidines/pyrrolizidines with highly regio- and diastereo-enantio, selective from 1,3-dipolar cycloaddition of azomethine ylides and chiral menthol-drived trans-cinnamic are described. The mechanism of the reaction is discussed on basis of the assignment of the absolute configuration of one of the cy...
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ژورنال
عنوان ژورنال: Canadian Journal of Chemistry
سال: 1971
ISSN: 0008-4042,1480-3291
DOI: 10.1139/v71-577