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Regiospecific Decarboxylative Allylation of Nitriles [PDF]
Palladium-catalyzed decarboxylative α-allylation of nitriles readily occurs using Pd2(dba)3 and rac-BINAP. This catalyst mixture also allows the highly regiospecific α-allylation of nitriles in the presence of much more acidic α-protons.
Jon Tunge, Antonio Recio
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Kinetics and Mechanisms of the Allyl + Allyl and Allyl + Propargyl Recombination Reactions
The Journal of Physical Chemistry A, 2011The kinetics and mechanisms of the self-reaction of allyl radicals and the cross-reaction between allyl and propargyl radicals were studied both experimentally and theoretically. The experiments were carried out over the temperature range 295-800 K and the pressure range 20-200 Torr (maintained by He or N(2)).
Akira, Matsugi +2 more
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Allylation of Epoxides with Allylic Indium Reagents.
ChemInform, 2004Allylindium sesquihalide reacts with epoxide to give homoallyl alcohol via a 1,2-shift reaction. In contrast, allylindate gives the ring-opening product without rearrangement.
Tsunehisa Hirashita +3 more
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Triflimide-catalyzed allyl–allyl cross-coupling: a metal-free allylic alkylation
Chemical Communications, 2012A highly efficient metal-free intermolecular C(sp3)-C(sp3) allyl-allyl cross-coupling protocol between allyl acetates and allyltrimethylsilanes, which proceeded smoothly in the presence of catalytic triflimide to form 1,5-dienes with good to excellent regioselectivity, has been developed.
Ding, Feiqing +3 more
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Telomerization Studies with Allyl Ethene Sulfonate and Allyl Allyl Sulfonate
Journal of Macromolecular Science: Part A - Chemistry, 1971Abstract Telomerization of allyl ethene sulfonate (AES) in the presence of butyl mercaptan yielded a mixture of two products: the first was a five-membered ring sultone containing a sulfide group and the second a five-membered ring sulfonium salt formed by reaction of the sultone of the Just product with its own sulfide function.
E. De Witte, E. J. Goethals
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Radical Allylation with α‐Branched Allyl Sulfones
Angewandte Chemie International Edition, 2008(Chemical Equation Presented) Branching out with sulfones: The use of allyl isopropyl sulfones solves the problem of premature isomerization and allows the radical addition of xanthates to a-branched allyl sulfones (see scheme; DCE=1,2-dichloroethane, TMS=trimethylsilyl).
Charrier, Nicolas, Zard, Samir, Z.
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Allylic Alcohols: Ideal Radical Allylating Agents?
Accounts of Chemical Research, 2015Radical allylations represent effective routes to various alkenes, but to date they have relied chiefly on organostannane derivatives and still suffer from significant limitations with respect to the substitution pattern of the starting allylating agent.
Debien, Laurent +2 more
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Catalytic, Nucleophilic Allylation of Aldehydes with Allyl Acetate
Organic Letters, 2008A new catalytic allylation of aldehydes has been developed that employs allyl acetate as the allylating reagent. Under catalysis by ruthenium trichloride (3 mol %) in the presence of carbon monoxide (30 psi), water (1.5 equiv), and triethylamine (0.1 equiv), a wide range of aromatic, olefinic, and aliphatic aldehydes are efficiently allylated under ...
Scott E, Denmark, Son T, Nguyen
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Palladium-Catalyzed Allylation of Imines with Allyl Alcohols
Organic Letters, 2005A catalytic system, Pd(OAc)2 (10 mol %)-P(n-Bu)3 (20 mol %)-Et3B (360 mol %), promotes allylic alcohols to undergo the allylation of anisidine-imines of aromatic and aliphatic aldehydes and furnishes homoallylamines in good to moderate yields. The reaction shows unique stereoselectivity, giving anti-isomers selectively. [reaction: see text]
Masamichi, Shimizu +3 more
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Direct use of allylic alcohols in the allylation of sulfonylimidates
Chemical Communications, 2010We have developed catalytic allylation reactions of sulfonylimidates using allylic alcohols as allylating reagents. Stoichiometric amounts of neither activators nor bases are required in this reaction.
Ryosuke, Matsubara +3 more
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