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Intramolecular reaction
About: Intramolecular reaction is a research topic. Over the lifetime, 5015 publications have been published within this topic receiving 138213 citations.
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61 citations
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61 citations
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TL;DR: In this paper, aldehydes and ketones undergo intermolecular cycloaddition to electronegative olefins via azomethine imines, formed by a formal 1,2-prototropic shift, in low to moderate yield in xylene or ethanol.
61 citations
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TL;DR: In this paper, a synthetic approach to the synthesis of highly oxygenated indolizidine alkaloids, stereoisomers of swainsonine, is described, where a key feature of the approach is intramolecular cycloaddition between an acylnitroso dienophile and a tethered diene moiety.
Abstract: A synthetic approach to the synthesis of highly oxygenated indolizidine alkaloids, stereoisomers of swainsonine, is described. A key feature of the approach is intramolecular [4+2] cycloaddition between an acylnitroso dienophile and a tethered diene moiety, followed by ring contraction of the 1,2-oxazine so formed to a pyrrolidine. The requisite intermediates were prepared in optically pure form from L-glutamic acid
61 citations
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TL;DR: In this article, the intramolecular Friedel-Crafts acylation of diarylalkane-2-carboxylic acids and arylalkanoic acids in refluxing p-xylene to provide cyclic ketones was investigated.
Abstract: Nafion-H, a perfluorinated sulfonic acid resin, catalyzed the intramolecular Friedel-Crafts acylation of diarylalkane-2-carboxylic acids and arylalkanoic acids in refluxing p-xylene to provide cyclic ketones. The reactions were clean, and the water that was formed as a byproduct did not deactivate the catalyst. It was also found that the intramolecular acylation of the corresponding acid chlorides occurred under much milder reaction conditions. The mechanism of the reaction is discussed
61 citations