20117-77-5Relevant academic research and scientific papers
Aerobic Palladium-catalysed 1,4-cis-Diacetoxylation and 1,4-cis-Chloroacetoxylation of Cyclohexa-1,3-diene using a Tetrakis(methoxyhydroquinone)porphyrin
Grennberg, Helena,Baeckvall, Jan-E.
, p. 1331 - 1332 (1993)
The use of Co(tetraphenylporphyrins), carrying methoxy substituents in the meso-phenyl groups, in aerobic, quinone-free palladium-catalysed 1,4-oxidations of cyclohexa-1,3-diene provides an entry to cis-disubstituted products, until now inaccessible by ae
EVIDENCE FOR (?-ALLYL)PALLADIUM(II)(QUINONE) COMPLEXES IN THE PALLADIUM-CATALYZED 1,4-DIACETOXYLATION OF CONJUGATED DIENES
Baeckvall, Jan-E.,Gogoll, Adolf
, p. 2243 - 2246 (1988)
Evidence for a coordination of p-benzoquinone to palladium in 3-(1,2,3)-cyclohexenyl>-palladium(II) complexes was provided by changes of the 1H NMR chemical shift values of the ?-allyl protons and a decrease of the spin-lattice rela
SYNTHESIS OF BICYCLO(2.2.2)OCTANES
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Paragraph 0065, (2018/05/15)
Provided is a process for the preparation of certain 1,4- bicyclo[2.2.2]octane derivatives. The new synthetic procedure involves treating 1,4-dimethylene cyclohexane with an oxidizing agent in the presence of a transition metal catalyst comprising a palla
The construction of chiral fused azabicycles using a Pd-catalyzed allylic substitution cascade and asymmetric desymmetrization strategy
An, Qianjin,Liu, Delong,Shen, Jiefeng,Liu, Yangang,Zhang, Wanbin
supporting information, p. 238 - 241 (2017/11/27)
A highly enantioselective Pd-catalyzed asymmetric allylic substitution cascade of cyclic N-sulfonylimines with an accompanying asymmetric desymmetrization has been developed for the construction of fused tetrahydroindole derivatives bearing two chiral centers. Mechanistic studies confirmed that the cascade reaction proceeds by initial allylic alkylation and subsequent allylic amination. The first alkylation is a chirality-control step and represents an asymmetric desymmetrization of ciscyclic allyl diacetates. The reaction has been performed on a gram scale, and the desired products can take part in several transformations.
Expanding the scope of biomass-derived chemicals through tandem reactions based on oxorhenium-catalyzed deoxydehydration
Shiramizu, Mika,Toste, F. Dean
supporting information, p. 12905 - 12909 (2014/01/06)
New modes of DODH: Oxorhenium compounds act as deoxydehydration(DODH)/acid dual-purpose catalysts to transform biomass-derived diol substrates into a variety of commodity chemical precursors. The power of this approach is highlighted by a tandem [1,3]-OH shift/DODH of 2-ene-1,4-diols and 2,4-diene-1,6-diols, and by a DODH/esterification sequence of sugar acids to unsaturated esters for the production of polymers and plasticizers. Copyright
Pd-catalyzed allylic alkylation cascade with dihydropyrans: Regioselective synthesis of furo[3,2- c ]pyrans
Bartlett, Mark J.,Turner, Claire A.,Harvey, Joanne E.
supporting information, p. 2430 - 2433 (2013/07/05)
A regioselective palladium-catalyzed allylic alkylation cascade forms furo[3,2-c]pyrans from various cyclic β-dicarbonyl bis-nucleophiles and 3,6-dihydro-2H-pyran bis-electrophiles. The combination of allylic carbonate and anomeric siloxy leaving groups in the dihydropyran substrate allows control of the many regiochemical possibilities in this reaction. Annulation proceeds stereoconvergently to give cis-fused furopyrans from either cis- or trans-substituted starting material.
Synthesis of 2-ene-1,4-diols by a new cascade-opening of 1,3-diepoxides: Towards an efficient synthesis of dihydroxytaxoid derivatives
Aldegunde, Maria J.,Castedo, Luis,Granja, Juan R.
supporting information; experimental part, p. 4785 - 4787 (2009/12/09)
The synthesis of dihydroxytaxoid derivatives, specially 2-Ene-1,4-diols using a new cascade-opening of 1,3-diepoxides was investigated. The study prepared a framework through a cascade ring-closing dienyne metathesis (RCDEYM) reaction from Dienyne. The me
Mechanistic insight into the palladium-catalyzed 1,4-oxidation of 1,3-dienes to 1,4-dicarboxy-alk-2-enes
Eastgate, Martin D.,Buono, Frederic G.
body text, p. 5958 - 5961 (2009/12/08)
Side products get involved: The 1,4-oxidation of a diene transforms a simple hydrocarbon into an extremely useful intermediate. A complex formed in situ between palladium and a bicyclic Diels-Alder adduct, which is produced as a side product during the re
Fast and mild palladium(II)-catalyzed 1,4-oxidation of 1,3-dienes via activation of molecular oxygen with a designed cobalt(II) porphyrin
Verboom, Renzo C.,Slagt, Vincent F.,Baeckvall, Jan-E.
, p. 1282 - 1284 (2008/09/16)
The use of a Co(porphyrin)-amide ligand, 2, in the palladium(II)-catalyzed 1,4-diacetoxylation of conjugated dienes under O2 results in aerobic oxidation. The catalyst was highly active under O2, and the 1,4-diacetoxylation reaction
Supported metalated phthalocyanine as catalyst for oxidation by molecular oxygen. Synthesis of quinones and carbonyl compounds
Villemin, Didier,Hammadi, Mohamed,Hachemi, Messaoud
, p. 1501 - 1515 (2007/10/03)
Supported metalated phthalocyanine on K1O or on lamellar zirconium phosphate catalyses the oxidation of hydroquinones (and phenols) into quinones. Some interesting natural napthoquinones were also prepared (Juglone, Menadione, Lawsone, Phthiocol). Supported metalated phthalocyanine was also used in re-oxidation by oxygen of palladium and ruthenium, in the Wacker oxidation of olefins into ketones, in the oxidation of cyclohexadiene and in oxidation of benzylic alcohols in aldehydes.
