Topic
Intramolecular reaction
About: Intramolecular reaction is a research topic. Over the lifetime, 5015 publications have been published within this topic receiving 138213 citations.
Papers published on a yearly basis
Papers
More filters
TL;DR: In this article, a procedure for the synthesis of furans from 3-alkyn-1,2-diols or 2-methoxy-3-alkyna-1-ols by palladium catalyzed intramolecular addition of alcoholic moiety to acetylene linkage followed by elimination of water or methanol is described.
72 citations
TL;DR: The intramolecular Diels-Alder (IMDA) reaction of vinylallene sulfoxide 19 as the diene component occurs in a rapid and stereoselective manner at room temperature to give tricyclic 20 in good yield Sulfoxide 19 cyclizes approximately 140 times faster than the corresponding hydrocarbon.
Abstract: The intramolecular Diels-Alder (IMDA) reaction of vinylallene sulfoxide 19 as the diene component occurs in a rapid and stereoselective manner at room temperature to give tricyclic 20 in good yield Sulfoxide 19 cyclizes {approximately} 140 times faster than the corresponding hydrocarbon 15a It was also shown that gem-dimethyl substitution on the tether linking the vinylallene and vinyl group accelerates the rate of cyclization by only a factor of {approximately} 26 Treatment of enantiomerically enriched diene propargyl alcohol 6 with benzenesulfenyl chloride gave vinyallene sulfoxide 4 which cyclized in a highly enantio- and diastereoselective fashion to afford optically active tricyclic sulfoxide 5 Sulfoxide 5 was converted in two steps to the novel sesquiterpene fungal metabolite (+)-sterpurene, thus establishing its absolute configuration By use of 2D NMR techniques, most of the proton and carbon signals in the {sup 1}H and {sup 13}C NMR spectra of sterpurene (8) and the precursor diene 33 were assigned
72 citations
TL;DR: By catalysis of AIBN, tosyl cyanide adds in a regio-and stereoselective manner to unsaturated hydrocarbons, including alkenes, dienes and 1-hexyne.
72 citations
TL;DR: The intramolecular hydroamination of alkynes tethered with amino group 1 in the presence of catalytic amounts of Pd(PPh3)4 and PPh3 in benzene at 100 degrees C proceeded smoothly without the use of any additional acid source to afford five- and six-membered nitrogen heterocycles 2 in good to excellent yields.
Abstract: The intramolecular hydroamination of alkynes tethered with amino group 1 in the presence of catalytic amounts of Pd(PPh3)4 and PPh3 in benzene at 100 °C proceeded smoothly without the use of any additional acid source to afford five- and six-membered nitrogen heterocycles 2 in good to excellent yields. A compulsory addition of carboxylic acid as a cocatalyst was not needed, and the reaction could be carried out under essentially neutral conditions.
72 citations
TL;DR: The intramolecular conjugate addition of allylically situated carbamoyloxy group to properly substituted heteroolefin proceeds with complete 1,2-syn diastereoselectivity, which culminates in a highly stereoselective new synthesis of syn-β-hydroxy-α-amino acids.
72 citations