103532-67-8Relevant academic research and scientific papers
Iron-catalyzed intermolecular [2+2] cycloadditions of unactivated alkenes
Hoyt, Jordan M.,Schmidt, Valerie A.,Tondreau, Aaron M.,Chirik, Paul J.
, p. 960 - 963 (2015)
Cycloadditions, such as the [4+2] Diels-Alder reaction to form six-membered rings, are among the most powerful and widely used methods in synthetic chemistry. The analogous [2+2] alkene cycloaddition to synthesize cyclobutanes is kinetically accessible by photochemical methods, but the substrate scope and functional group tolerance are limited. Here, we report iron-catalyzed intermolecular [2+2] cycloaddition of unactivated alkenes and cross cycloaddition of alkenes and dienes as regio- and stereoselective routes to cyclobutanes. Through rational ligand design, development of this base metal-catalyzed method expands the chemical space accessible from abundant hydrocarbon feedstocks.
Synthesis and transformation of metallocycles 13. Stereoselective transformation of trans-3,4-dialkylalumacyclopentanes to trans-3,4-dialkylcyclobutanes
Dzhemilev, U. M.,Ibragimov, A. G.,Azhgaliev, M. N.,Zolotarev, A. P.,Muslukhov, R. R.
, p. 252 - 254 (1994)
A novel preparative method for synthesizing trans-1,2-dialkylcyclobutanes from alumacyclopentanes using palladium phosphine complexes as catalysts has been developed. - Key words: synthesis, selective transformation, cyclobutanes.
Synthesis and transformations of metallocycles 16. Synthesis of a novel class of acyclic organoaluminum compounds, threo-2,3-disubstituted 1,4-dialumobutanes, with the use of zirconium catalysts
Dzhemilev, U. M.,Ibragimov, A. G.,Azhgaliev, V. N.,Muslukhov, R. R.
, p. 1501 - 1507 (1995)
A novel regio-and stereoselective method for synthesizing threo-2,3-disubstituted 1,4-alumobutanes from α-olefins and haloalanes (Et2AlCl, (Et2N)2AlCl, (EtO)2AlCl, Bui2AlCl) with the participation of catalytic amounts of Cp2ZrCl2 or ZrCl4 in the presence of magnesium metal was developed.The products of hydrolysis and deuterolysis of the dialuminum compounds obtained have a threo-configuration.The selective transformations of 1,4-dialumobutanes to trans-3,4-disubstituted tetrahydrothiophenes, trans-1,2-disubstituted cyclobutanes, and disubstituted α,ω-dienes were found to be possible. - Keywords: organoaluminum compounds, zirconacyclopentanes, zirconium catalysts, cycloalkanes, tetrahydrothiophenes, magnesium, olefins, alkoxides, amides
Investigations into the Mechanism of Inter- And Intramolecular Iron-Catalyzed [2 + 2] Cycloaddition of Alkenes
Chirik, Paul J.,Hoyt, Jordan M.,Joannou, Matthew V.
, p. 5314 - 5330 (2020)
Mechanistic studies are reported on the inter- and intramolecular [2 + 2] alkene cycloadditions to form cyclobutanes promoted by (tricPDI)Fe(N2) (tricPDI = 2,6-(2,4,6-tricyclopentyl)C6H2N = CMe)2
Synthetic Applications of the 1-Cyclobutenyltriphenylphosphonium Salt. Synthesis and Reactions of 1,2-Difunctionalized Cyclobutanes
Minami, Toru,Harui, Nobuo,Taniguchi, Yuki
, p. 3572 - 3576 (2007/10/02)
Symmetrical and unsymmetrical 1,2-bis(ylidene)cyclobutanes 6a-g and 6h were synthesized in good or moderate yields by the double Wittig reaction of a triphenylphosphonium ylide with aldehydes.The 1,2-bis(ylidene)cyclobuta
