Catalyzed Allylation (catalyze + allylation)

Distribution by Scientific Domains


Selected Abstracts


Bismuth Triflate Catalyzed Allylation of Aldehydes with Allylstannane under Microwave Assistance,

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 34 2007
Thierry Ollevier
Abstract In the presence of a catalytic amount of bismuth triflate and under microwave irradiation, mixtures of aldehyde and allylstannane afforded smoothly the corresponding homoallylic alcohol. A wide variety of aldehydes were treated under these conditions. The reactions proceeded rapidly and afforded smoothly the corresponding homoallylic alcohol in good to very good yields using catalytic amounts of Bi(OTf)3·4H2O (0.5 mol-%) and under microwave irradiation for a short time.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007) [source]


,- and ,-Stannyl Trifluoromethylbutenoates: Regioselective Preparation and Use in Copper(I)-Catalyzed Allylation and Propargylation Reactions

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 6 2010
Yvan Carcenac
Abstract The palladium-free hydrostannylation of ethyl 4,4,4-trifluorobutynoate 1 with tributyltin hydride at room temperature is highly regio- and stereoselective, providing good yields of ,-trifluoromethyl (Z)-,- or (Z)-,-stannylacrylates 2. Vinylstannanes 2 undergo a copper(I)-catalyzed coupling reactions with allylic or propargylic bromides leading selectively to good yields of the corresponding allylated or propargylated products without allylic or allenic transposition. [source]


Layered Double Hydroxide Supported Nanoplatinum and Nanopalladium Catalyzed Allylation of Aldehydes: A Mechanistic Study

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 15 2005
M. Choudary
Abstract Layered double hydroxide (LDH)-supported nanoplatinum(0) and nanopalladium(0) catalysts were prepared by a simple ion exchange technique and subsequent reduction with hydrazine hydrate and used for the allylation of aldehydes to give moderate to good yields of homoallylic alcohols. Detailed mechanistic studies of LDH-Pd(0)-catalyzed allylation using XPS and TGA-MS reveal that a monoallyl-palladium complex is the key intermediate for the catalytic cycle. [source]


ChemInform Abstract: Yb[N(SO2C8F17)2] 3 -Catalyzed Allylation of 1,3-Dicarbonyl Compounds with Allylic Alcohols in a Fluorous Biphase System.

CHEMINFORM, Issue 40 2009
Ming-Gui Shen
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


Barbier Coupling in Water: SnCl2 -Mediated and Co(acac)2 -Catalyzed Allylation of Carbonyls.

CHEMINFORM, Issue 52 2005
Mihir K. Chaudhuri
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


Bi(OTf)3 -Catalyzed Allylation of Quinones with Allyltrimethylsilane.

CHEMINFORM, Issue 39 2003
J. S. Yadav
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


ChemInform Abstract: Scandium Triflate Catalyzed Allylation of Acetals and gem-Diacetates: A Facile Synthesis of Homoallyl Ethers and Acetates.

CHEMINFORM, Issue 33 2001
Jhillu S. Yadav
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


Regio- and Stereoselective Palladium-Pincer Complex Catalyzed Allylation of Sulfonylimines with Trifluoro(allyl)borates and Allylstannanes: A Combined Experimental and Theoretical Study

CHEMISTRY - A EUROPEAN JOURNAL, Issue 26 2006
Olov A. Wallner Dr.
Abstract Regio- and stereoselective palladium-pincer complex catalyzed allylation of sulfonylimines has been performed by using substituted trifluoro(allyl)borates and trimethylallylstannanes. The reactions provide the corresponding branched allylic products with excellent regioselectivity. The stereoselectivity of these processes is very high when trifluoro(cinnamyl)borate and trimethyl cinnamyl stannane are employed as allylic precursors; however, the reaction with trifluoro(crotyl)borate results in poor stereoselectivity. The major diastereomer formed in these reactions was the syn isomer, while the (previously reported) reactions with aldehyde electrophiles afforded the anti products, indicating that the mechanism of the stereoselection is dependent on the applied electrophile. Therefore, we have studied the mechanistic aspects of the allylation reactions by experimental studies and DFT modeling. The experimental mechanistic studies have clearly shown that potassium trifluoro(allyl)borate undergoes transmetallation with palladium-pincer complex 1,a affording an ,1 -allylpalladium-pincer complex (1,e). The mechanism of the transfer of the allyl moiety from palladium to the sulfonylimine substrate was studied by DFT calculations at the B3PW91/LANL2DZ+P level of theory. These calculations have shown that the electrophilic substitution of sulfonylimines proceeds in a one-step process with a relatively low activation energy. The topology of the potential energy surface in the vicinity of the transition-state structure proved to be rather complicated as nine different geometries with similar energies were located as first order saddle points. Our studies have also shown that the high stereoselectivity with cinnamyl metal reagents stems from steric interactions in the TS structure of the allylation reaction. In addition, these studies have revealed that the mechanism of the stereoselection in the allylation of aldehydes and sulfonylimines is fundamentally different. [source]