82819-46-3Relevant academic research and scientific papers
Ring-Opening of Vinylcyclopropane-1,1-dicarboxylates by Boronic Acids under Ligandless Palladium Catalysis in Neat Water
Yin, JieXiang,Hyland, Christopher J. T.
, p. 6529 - 6536 (2015/10/06)
We report a highly efficient ring-opening reaction of vinylcyclopropanes by boronic acids in water, using palladium nanoparticles formed from Pd(OAc)2 under ligandless conditions. Unsubstituted vinylcyclopropanes provide linear addition products with high selectivity, while a switch in regioselectivity to branched products is observed for aryl-substituted vinylcyclopropanes.
Iron-catalyzed addition of Grignard reagents to activated vinyl cyclopropanes
Sherry, Benjamin D.,Fuerstner, Alois
supporting information; experimental part, p. 7116 - 7118 (2010/03/25)
A highly regioselective iron-catalyzed addition of branched primary, secondary or tertiary alkyl Grignard reagents to activated vinyl cyclopropanes is described, which likely proceeds by a direct addition mechanism as opposed to single electron transfer or an iron-allyl based process. The Royal Society of Chemistry 2009.
Palladium-catalyzed coupling of allylboronic acids with iodobenzenes. Selective formation of the branched allylic product in the absence of directing groups
Sebelius, Sara,Olsson, Vilhelm J.,Wallner, Olov A.,Szabo, Kalman J.
, p. 8150 - 8151 (2007/10/03)
Palladium-catalyzed coupling reactions of functionalized allylboronic acids with iodobenzenes were achieved under standard Suzuki-Miyaura coupling conditions. The coupling reactions afforded selectively the branched allylic products in high to excellent y
Palladium-catalysed 1,4-Arylation/Alkylation of Buta-1,3-diene with Halogenoarenes and Stabilised Anions
Uno, Mitsunari,Takahashi, Terumasa,Takahashi, Shigetoshi
, p. 647 - 651 (2007/10/02)
In the presence of a palladium-phosphine catalyst, buta-1,3-diene reacts with halogenoarenes and -CH(CN)2 to give 1,4-arylation/alkylation products of the diene, ArCH2CH=CHCH2C(Ar)(CN)2 (6), in moderate yields.In this reaction, two carbon-carbo
Bis(trimethylsilyl) Sulfate Catalysis in γ-Lactonization of Cyclopropanecarboxylates Activated by Carbonyl Substituents on α-Carbon
Morizawa, Yoshitomi,Hiyama, Tamejiro,Oshima, Koichiro,Nozaki, Hitosi
, p. 1123 - 1127 (2007/10/02)
The title reaction of 1-carbonyl substituted cyclopropanecarboxylates proceeds under C(1)-C(2) bond cleavage to produce γ-lactones.Stereochemically, the reaction takes two pathways: (1) substrates with a cationstabilizing group like vinyl on C(2) give thermodynamically favored γ-lactones having the thermodynamically more stable arrangement of substituents irrespective of the configuration of the cyclopropane substrates, (2) substrates without such a cation-stabilizing group afford γ-lactones under ca. 70percent inversion at C(2) reaction center.
BIS(TRIMETHYLSILYL) SULPHATE CATALYZED γ-LACTONIZATION OF CYCLOPROPANECARBOXYLATES HAVING A CARBONYL SUBSTITUENT AT CYCLOPROPANE α-CARBON
Morizawa, Yoshitomi,Hiyama, Tamejiro,Nozaki, Hitosi
, p. 2297 - 2300 (2007/10/02)
The oxa analogue of vinylcyclopropane rearrangement in the title system is carried out under mild conditions with the aid of the silicon Lewis acid catalyst.
