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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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Journal ArticleDOI
TL;DR: The palladium-catalyzed coupling of vinylic halides and olefinic sulfonamides affords good yields of 2-(1-alkenyl)pyrrolidine and -piperidine sulfon amides via vinylpalladium addition to the oleinfin, regioselective rearrangement to a π-allylpalladium intermediate, and subsequent intramolecular nucleophilic displacement of palladium as discussed by the authors.
Abstract: The palladium-catalyzed coupling of vinylic halides and olefinic sulfonamides affords good yields of 2-(1-alkenyl)pyrrolidine and -piperidine sulfonamides via vinylpalladium addition to the olefin, regioselective rearrangement to a π-allylpalladium intermediate, and subsequent intramolecular nucleophilic displacement of palladium

58 citations

Journal ArticleDOI
TL;DR: In this article, the coupling reagent used is dicyclohexyl-carbodiimide (DCC) in the presence of 4-pyrrolidinopyridine (4-PPY) and the reactions proceed readily, usually in high yield, at room temperature.

58 citations

Journal ArticleDOI
TL;DR: The enantioselective cyanoamidation was accomplished with Pd(dba)2 and an opticallyactive phosphoramidite to provide optically active 3,3-disubstituted oxindoles and Manipulation of the resulting oxindole has been studied.

58 citations

Journal ArticleDOI
TL;DR: A phosphine-mediated intramolecular aldol cyclization of unsaturated diketones that proceeds with extremely high levels of regioselectivity for the cross-conjugated bicyclic dienone products is reported.
Abstract: We report a phosphine-mediated intramolecular aldol cyclization of unsaturated diketones that proceeds with extremely high levels of regioselectivity for the cross-conjugated bicyclic dienone products. The sense of regioselectivity observed in this reaction is complementary to that obtained using traditional aldol conditions. Experimental evidence that supports the involvement of a phosphine Michael adduct is described.

58 citations

Journal ArticleDOI
TL;DR: N-Protected amino aldehydes can be converted into allylic alcohols by the classical Morita-Baylis-Hillman reaction or by condensation with selenium-stabilized carbanions, followed by oxidation.
Abstract: N-Protected amino aldehydes can be converted into allylic alcohols by the classical Morita−Baylis−Hillman reaction (cf. 2 → 3) or by condensation with selenium-stabilized carbanions, followed by oxidation (cf. 2 → 8 → 3). The derived acetates undergo cyclization when the nitrogen protecting group is removed, affording [m,n,0]-bicyclic structures with nitrogen at a bridgehead (cf. 4 → 5 → 6). Formation of bicyclic structures via the reactions of Schemes 1 and 2 is general, and the stereochemistry of the starting amino aldehyde is preserved.

58 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
20231
20228
20216
202011
20199
20186