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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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TL;DR: A family of chiral triazolium salts has been developed for inducing the asymmetric intramolecular Stetter reaction, with optimal results, with the product keto esters formed in 82-97% ee and very good chemical yield.
Abstract: A family of chiral triazolium salts has been developed for inducing the asymmetric intramolecular Stetter reaction. The use of an aminoindanol-derived catalyst affords optimal results, with the product keto esters formed in 82-97% ee and very good chemical yield. Aromatic and aliphatic aldehydes are equally competent substrates for this reaction. The reaction conditions are reasonably mild and allow the isolation of the newly formed stereocenter without epimerization, although the presumed carbenic intermediates are strong bases.
391 citations
TL;DR: The synthetic utility of organohypervalent iodine reagents will be illustrated by their use in the alpha-Hydroxydimethylacetal formation reaction from enolizable ketones, alpha-hydroxylation,alpha-tosyloxylation and arylation ofketones, carbon-carbon bond formation, and intramolecular cyclopropanation using iodonium ylides.
Abstract: The synthetic utility of organohypervalent iodine reagents will be illustrated by their use in the α-hydroxydimethylacetal formation reaction from enolizable ketones, α-hydroxylation, α-tosyloxylation, α-alkoxylation and arylation of ketones, carbon−carbon bond formation, and intramolecular cyclopropanation using iodonium ylides. The uses of these reagents in the Hunsdiecker reaction of carboxylic acids and Hofmann rearrangement of carboxamides is presented. Specific transformation in the cubane series are discussed. The syntheses of a wide range of heterocycle structures are also presented. A unifying pathway for virtually all these diverse reactions is offered; the central features being initial attack at the iodonium center, ligand coupling, with reductive elimination of iodobenzene to yield the product.
363 citations
356 citations
352 citations
TL;DR: The calcium-catalyzed intramolecular hydroamination of alkenes and alkynes is reported and affects catalytic cyclization of a range of aminoalkenes and aminoalkynes with activities that are broadly commensurate to those of established rare earth catalysts.
Abstract: The calcium-catalyzed intramolecular hydroamination of alkenes and alkynes is reported. The β-diketiminato complex [{HC(C(Me)2N-2,6-iPr2C6H3)2}-Ca{N(SiMe3)2}(THF)] affects catalytic cyclization of a range of aminoalkenes and aminoalkynes with activities that are broadly commensurate to those of established rare earth catalysts.
345 citations