20047-19-2Relevant academic research and scientific papers
Stereoselective Synthesis of cis- And irans-2,3-Disubstituted Tetrahydrofurans via Oxonium-Prins Cyclization: Access to the Cordigol Ring System
Spivey, Alan C.,Laraia, Luca,Bayly, Andrew R.,Rzepa, Henry S.,White, Andrew J. P.
, p. 900 - 903 (2010)
Chemical Equation Presentation SnBr4-promoted oxonium-Prins cyclizations to form 2,3-disubstituted tetrahydrofurans (THFs) are reported. In the absence of an internal nucleophile, the carbocation intermediates are trapped by bromide to give 2,3
Lewis base activation of lewis acids: Development of a lewis base catalyzed selenolactonization
Denmark, Scott E.,Collins, William R.
, p. 3801 - 3804 (2007)
The concept of Lewis base activation of Lewis acids has been applied to the selenolactonization reaction. Through the use of substoichiometric amounts of Lewis bases with "soft" donor atoms (S, Se, P) significant rate enhancements over the background reac
Cu-catalyzed cross-coupling reactions of vinyl epoxide with organoboron compounds: access to homoallylic alcohols
Lu, Xiao-Yu,Li, Jin-Song,Wang, Jin-Yu,Wang, Shi-Qun,Li, Yue-Ming,Zhu, Yu-Jing,Zhou, Ran,Ma, Wen-Jing
, p. 41561 - 41565 (2018)
Copper-catalyzed cross-coupling reactions of vinyl epoxide with arylboronates to obtain aryl-substituted homoallylic alcohols are described. The reaction selectivity was different to that of previously reported vinyl epoxide ring-opening reactions using aryl nucleophiles. The reaction proceeded under mild conditions, affording aryl-substituted homoallylic alcohols with high selectivity and in good to excellent yields. The reaction provides convenient access to aryl-substituted homoallylic alcohols from vinyl epoxide.
Synthesis and Reactivity of Novel ?-Allylcyclopentadienyl Cobaltolactone Complexes
Christie, Steven D. R.,Cosset, Christophe,Hamilton, David R.,Kerr, William J.,O'Callaghan, John M.
, p. 2051 - 2052 (1995)
A range of novel cobaltolactone complexes are prepared under photolytic conditions from dicarbonylcyclopentadienylcobalt and vinyl epoxides; their subsequent reactivity under a selected series of reaction conditions is described.
ASYMMETRIC DOUBLE HYDROBORATION OF 1,3-DIENED CATALYZED BY CHIRAL PHOSPHINE-RHODIUM COMPLEXES
Matsumoto, Yonetatsu,Hayashi, Tamio
, p. 3387 - 3390 (1991)
Reaction of 1-phenyl-1,3-butadiene with catecholborane in the presence of a rhodium catalyst bearing triarylphosphine ligand such as PPh3 or dppf proceeded regioselectivity to give, after oxidation, anti-1-phenyl-1,3-butadiol in a good yield.Use of (R)-BINAP as a chiral ligand for the catalytic hydroboration gave optically active (1S,3R)-1-phenyl-1,3-butanediol of up to 67 percent ee.
Direct generation of oxygen-stabilized radicals by H? transfer from transition metal hydrides
Kuo, Jonathan L.,Hartung, John,Han, Arthur,Norton, Jack R.
, p. 1036 - 1039 (2015)
Transition-metal hydrides generate α-alkoxy radicals by H? transfer to enol ethers. We have measured the rate constant for transfer from CpCr-(CO)3H to n-butyl vinyl ether and have examined the chemistry of radicals generated by such transfers.
Vanadium-catalyzed isomerization of cyclopropanemethanols to homoallylic alcohols involving C-C bond cleavage
Maeda, Yasunari,Nishimura, Takahiro,Uemura, Sakae
, p. 380 - 381 (2005)
Some vanadium compounds work as effective catalysts for isomerization of cyclopropanemethanols to the corresponding homoallylic alcohols. This reaction may proceed via [3,3]sigmatropic rearrangement involving an oxovanadium cyclopropanemethanolate accompa
Selective functionalization of arenes through the reaction of aryne-zirconocene complexes and enol ethers
Barluenga, José,Fernández, Amadeo,álvarez-Rodrigo, Lucía,Rodríguez, Félix,Fa?anás, Francisco J.
, p. 2513 - 2515 (2005)
A new method for the selective functionalization of aromatic rings by the zirconium promoted cross coupling reaction of an aryllithium compound and an enol ether is reported. Formation of an aryne-zirconocene complex and its regioselective coupling with a
Tandem five membered-ring selective Prins reaction and Friedel-Crafts reaction
Suzuki, Yuji,Niwa, Takanori,Yasui, Eiko,Mizukami, Megumi,Miyashita, Masaaki,Nagumo, Shinji
, p. 1337 - 1340 (2012)
A tandem reaction consisting of five membered-ring selective Prins cyclization and subsequent Friedel-Crafts cyclization was developed. The reactions of phenyl homoallylic alcohol 3 and benzaldehyde derivatives 6 afforded tetrahydroindenofurans 7 or penta
Palladium-Catalyzed Tandem Hydrocarbonylative Lactamization and Cycloaddition Reaction for the Construction of Bridged Polycyclic Lactams
Xu, Pengcheng,Qian, Bo,Hu, Bin,Huang, Hanmin
supporting information, p. 147 - 151 (2022/01/04)
The intramolecular hydroaminocarbonylation of alkenes is a compelling tool to rapidly access lactam, a privileged motif ubiquitous in natural products, pharmaceuticals, and agrochemicals. However, selective carbonylation to bridged polycyclic lactams with a lactam nitrogen at a bridgehead position is less explored. We herein report a modular palladium-catalyzed approach to perform a tandem hydrocarbonylative lactamization/Diels-Alder cycloaddition reaction with 2-vinyl aryl aldimines, alkenes, and CO, which offers convenient access to furnish the bridged polycyclic lactams in high yields with high selectivities.
