Search results for "Addition reaction"

Highly stereoselective tandem aza-Michael addition-enolate protonation to form partially modified retropeptide mimetics incorporating a trifluoroalan…

2003

A new electrophilic addition to acetylenes. Synthesis of 1,2-iodofunctionalized olefins

1986

Abstract Acetylenes react with bis(pyridine)iodo(I) tetrafluoroborate ( 1 ) in the presence of a wide variety of nucleophiles (F, Cl, Br, I, SCN, pyridine, OAc, anisole, H) to give 1,2-iodofunctionalized olefins ( 4 ).

Verschiedenartige Additionsreaktionen von 2-Cyano-2-propylradikalen an p-Tolylmethacrylat und 4-Cyclohexylphenylmethacrylat

1976

Durch Umsetzung von p-Tolylmethacrylat oder 4-Cyclohexylphenylmethacrylat in stark verdunnter, siedender Benzollosung mit einem sehr grosen Uberschus an 2,2′-Azoisobutyronitril wurden die erwarteten Additionsprodukte mit 2-Cyano-2-propylradikalen (1) erhalten, namlich p-Tolyl- bzw. 4-Cyclohexylphenyl-[4-cyano-2-(2-cyano-2-propyl)-2,4-dimethyl]valerianat (3a bzw. 3b) mit rund 50% Ausbeute. Daneben wurden p-Tolyl- bzw. 4-Cyclohexylphenyl-(4-cyano-4-methyl-2-methylen)valerianat (4a bzw. 4b), p-Tolyl- bzw. 4-Cyclohexylphenyl-[4-cyano-2(2-cyano-2-methyl-1-propyl)-4-methyl]valerianat (5a bzw. 5b), p-Tolyl- bzw. 4-Cyclohexylphenyl-(4-cyano-2,4-dimethyl)valerianat (6a bzw. 6b) und p-Tolyl- bzw. 4-C…

ChemInform Abstract: Synthesis of 2-Isoxazolines: Enantioselective and Racemic Methods Based on Conjugate Additions of Oximes.

2011

Acidic anilinium salts catalyze the direct formation of racemic 2-isoxazolines from enals and oximes by means of consecutive oxime conjugate-addition and intramolecular oxime-transfer reaction.

ChemInform Abstract: Enantioselective Zinc-Mediated Conjugate Addition of Terminal Alkynes to Enones.

2013

Zinc for conjugate alkynylation: The enantioselective conjugate addition of terminal alkynes to 2-arylidene-1,3-diketones in the presence of diethylzinc and a catalytic amount of (R)-VANOL has been developed. The reaction can be applied to different aromatic and heteroaromatic alkynes and enones, giving the expected products in good yield and with enantiomeric excesses up to 91%. The products can be enantiomerically enriched up to 99% ee by crystallization (see scheme).

A new and versatile method for iodofunctionalization of 1,3-dienes

1986

Abstract We wish to report the reactions of conjugated dienes with I(py) 2 BF 4 . This simple and general method allows the regiospecific 1,2-addition of iodine and a nucleophile to terminal dienes and the 1,4-addition to internal dienes.

ChemInform Abstract: Enantioselective Addition of Nitromethane to 2-Acylpyridine N-Oxides. Expanding the Generation of Quaternary Stereocenters with …

2014

The direct asymmetric Henry reaction with prochiral ketones, leading to tertiary nitroaldols, is an elusive reaction so far limited to a reduced number of reactive substrates such as trifluoromethyl ketones or α-keto carbonyl compounds. Expanding the scope of this important reaction, the direct asymmetric addition of nitromethane to 2-acylpyridine N-oxides catalyzed by a BOX-Cu(II) complex to give the corresponding pyridine-derived tertiary nitroaldols having a quaternary stereogenic center with variable yields and good enantioselectivity, is described.

1,4-regioselective iodofunctionalizations of 1,3-butadiene

1988

Abstract Addition reactions of benzene and acetonitrile to 1,3-butadiene are described. This new iodofunctionalization process proceeds “via” iodonium ion-allylic cation equilibrium and gives regioselectively 1,4-adducts, which can be alternatively obtained by acid treatment of the 1,2-derivative 8 .

N-Heterocyclic Carbene Catalyzed [3+2] Cycloaddition of Enals with Masked Cinnamates for the Asymmetric One-Pot Synthesis of Adipic Acid Derivatives.

2017

A novel short entry to 3,4-disubstituted adipic acids has been developed by employing an asymmetric NHC-catalyzed [3+2] cycloaddition of enals with masked cinnammates in moderate to good yields and high stereoselectivities. The synthetic utility of the protocol was demonstrated by the basic conversion of the masked cyclopentanone intermediates to 3S,4S-disubstituted adipic acid precursors of pharmaceutically important gababutins.

Methyl vinyl ketone+OH and methacrolein+OH oxidation reactions: a master equation analysis of the pressure- and temperature-dependent rate constants.

2006

High-level electronic structure calculations and master equation analyses were carried out to obtain the pressure- and temperature-dependent rate constants of the methyl vinyl ketone+OH and methacrolein+OH reactions. The balance between the OH addition reactions at the high-pressure limit, the OH addition reactions in the fall-off region, and the pressure-independent hydrogen abstractions involved in these multiwell and multichannel systems, has been shown to be crucial to understand the pressure and temperature dependence of each global reaction. In particular, the fall-off region of the OH addition reactions contributes to the inverse temperature dependence of the rate constants in the Ar…