88288-94-2Relevant academic research and scientific papers
Photocatalytic Transfer Hydrogenolysis of Allylic Alcohols on Pd/TiO2: A Shortcut to (S)-(+)-Lavandulol
Takada, Yuki,Caner, Joaquim,Kaliyamoorthy, Selvam,Naka, Hiroshi,Saito, Susumu
supporting information, p. 18025 - 18032 (2017/12/08)
We report herein a regio- and stereoselective photocatalytic hydrogenolysis of allylic alcohols to form unsaturated hydrocarbons employing a palladium(II)-loaded titanium oxide; the reaction proceeds at room temperature under light irradiation without stoichiometric generation of salt wastes. Olefin and saturated alcohol moieties tolerated the reaction conditions. Hydrogen atoms were selectively incorporated into less sterically congested carbons of the allylic functionalities. This protocol allowed a short-step synthesis of (S)-(+)-lavandulol from (R)-(?)-carvone by avoiding otherwise necessary protection/deprotection steps.
Highly practical iron-catalyzed C-O cleavage reactions
Gaertner, Dominik,Konnerth, Hannelore,Von Wangelin, Axel Jacobi
, p. 2541 - 2545 (2013/09/24)
Facile iron-catalyzed cleavage of various allyl, cinnamyl and benzyl C-O linkages has been effected in the presence of ethylmagnesium chloride. The protocol is operationally simple (xylene-THF, r.t., 1 h), requires low catalyst loading (1 mol% FeCl2) and tolerates halides, esters, amines, ethers and olefins. The allyl moiety is converted to volatile hydrocarbons which renders laborious product separation unnecessary.
Unique catalysis of gold nanoparticles in the chemoselective hydrogenolysis with H2: Cooperative effect between small gold nanoparticles and a basic support
Noujima, Akifumi,Mitsudome, Takato,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi
, p. 6723 - 6725 (2012/07/28)
Gold nanoparticles on hydrotalcite act as a heterogeneous catalyst for the chemoselective hydrogenolysis of various allylic carbonates to the corresponding terminal alkenes using H2 as a clean reductant. The combination of gold nanoparticles and basic supports elicited significantly unique and selective catalysis in the hydrogenolysis.
Unifying the mechanisms for alkane dehydrogenation and alkene H/D exchange with [IrH2(O2CCF3)(PAr3)2]: The key role of CF3CO2 in the "sticky" alkane route
Gerard,Eisenstein,Lee,Chen,Crabtree
, p. 1121 - 1131 (2007/10/03)
To understand photochemical and thermal alkane activation with IrH2(O2CCF3)(PAr3)2 (Ar = p-FC6H4), H/D isotope scrambling between alkenes and IrD2(O2CCFsub
An efficient method for conversion of 1-alken-3-yl carbonates to 1- alkenes and 3-chloro-1-alkenes via allyltitaniums
Matsuda, Shin-Ichiro,An, Duk Keun,Okamoto, Sentaro,Sato, Fumie
, p. 7513 - 7516 (2007/10/03)
Hydrolysis and halogenolysis of the allyltitaniums derived from allylic carbonates and a Ti(O-i-Pr)4/2 i-PrMgCl reagent proceed with high regio- and stereoselectivity, thus providing an efficient method for converting 1- alken-3-yl carbonates to 1-alkenes or 3-chloro-1-alkenes.
Stepwise Reaction of Bis(iodozincio)methane with Two Different Electrophiles
Utimoto, Kiitiro,Toda, Narihiro,Mizuno, Takeshi,Kobata, Masami,Matsubara, Seijiro
, p. 2804 - 2805 (2007/10/03)
Keywords: C-C coupling; copper; palladium; zinc
Stoichiometric Reactions of Nonconjugated Dienes with Zirconocene Derivatives. Further Delineation of the Scope of Bicyclization and Observation of Novel Multipositional Alkene Regioisomerization
Negishi, Ei-ichi,Maye, John P.,Chouery, Daniele
, p. 4447 - 4462 (2007/10/02)
The reaction of n-Bu2ZrCp2 with nonconjugated dienes containing substituted vinyl groups can lead to either bicyclization or the formation of conjugated diene-zirconocenes via multipositional regioisomerization.
Base Catalysed Rearrangements involving Ylide Intermediates. Part 4. Sigmatropic Rearrangements of 4-Dimethylaminobutenes and Sigmatropic Rearrangements of 3-Dimethylaminohexa-1,5-dienes
Jemison, Robert W.,Ollis, W. David,Sutherland, Ian O.,Tannock, James
, p. 1462 - 1472 (2007/10/02)
The sighmatropic rearrangement (11) -> (12) of the 9-dimethylamino-9-(1-phenylallyl)fluorene is a stereoselective process (84:16) at 170 deg C.Analogous rearrangements (16) -> (17) of the fluorene derivatives show that the reaction rate is increased by electron donating 9-substituents in the order O- > NMe2 > OMe.Similar substituent effects are observed for the Cope rearrangement (25) -> (26) of hexa-1,5-dienes. 4-Phenyl, 4,4-dimethyl, and 3-dimethylamino substituents are particularly effective in accelerating the rate of the rearrangement (25) -> (26).
