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Carbon-bromine cleavage by dimethyl sulfoxide: the key step of C(5) functionalization of push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides
(Pergamon-Elsevier Science Ltd, Oxford, 2007)
Push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides undergo efficient C(5) functionalization through DMSO-assisted carbon-bromine cleavage, followed by a bromine transfer-substitution (or elimination) sequence. A ...
Alkylation of carbonyl compounds in the TiCl4-promoted reaction of trimethylsilyl enol ethers with ethylene oxide
(Pergamon-Elsevier Science Ltd, Oxford, 2000)
Titanium tetrachloride promoted reaction of trimethylsilyl enol ethers with ethylene oxide affords homoaldol type products in moderate/good yields. The reaction is believed to proceed via the titanium enolates. (C) 2000 ...
A useful synthetic equivalent of an acetone enolate
(Pergamon-Elsevier Science Ltd, Oxford, 2009)
2-Methoxymethoxy-3-chloropropene derived organometallics act as synthetic equivalents of an acetone enolate. Indium-promoted reaction of this reagent with aldehydes affords aldol adducts in moderate to excellent yields. ...
Sequential free radical synthesis of a linear triquinane skeleton from an acyclic synthon
(Tetrahedron Letters, 1994)
Regio- and stereoselective synthesis of a linear triquinane derivative was accomplished by a sequential free radical reaction, starting from an acyclic precursor. © 1994.
Radical annulation methodology. 2-Vinylcyclopentane derivative formation by a 3 + 2 cycloaddition reaction
(Tetrahedron Letters, 1990)
By thermally or photolytically induced decomposition of O-acyl derivatives of N-hydroxypyridine-2-thione or other thiohydroxamic esters, in the presence of an excess of electron deficient olefins, 2-vinylcyclopentane ...
Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles
(Pergamon-Elsevier Science Ltd, Oxford, 2010)
alpha,alpha-Dibromo-2-methoxyacetophenone reacts, under mild reaction conditions, with C-, N- and O-nucleophiles via a bromophilic substitution/protonation/carbophilic substitution cascade process to afford alpha-monosub ...
Palladium-catalyzed cross-couplings of allylic phosphates
(Pergamon-Elsevier Science Ltd, Oxford, 2009)
A range of palladium-catalyzed cross-coupling reactions can be performed using allylic phosphates as electrophiles. Both conventional heating and microwave irradiation can be used. (C) 2009 Elsevier Ltd. All rights reserved.
Intermolecular free radical additions to strained cycloalkenes. Cyclopropene and cyclobutene as radical accepters
(Pergamon-Elsevier Science Ltd, Oxford, 2000)
Intermolecular additions of electrophilic radicals to cyclopropene and cyclobutene derivatives afford the addition products in 37-50% yield. The strain relief in the intermediary radical accelerates the addition, as shown ...
Expanding the scope of the indium-promoted allylation reaction: 4-(bromomethyl)-1,3-dioxol-2-one as a synthetic equivalent of a 3-arylhydroxyacetone enolate
(Pergamon-Elsevier Science Ltd, Oxford, 2013)
Cyclic enol carbonates of type 2, obtained via the indium-promoted allylation of aldehydes with 4-(bromomethyl)-1,3-dioxol-2-one, undergo Heck reaction with aryl iodides in the presence of silver trifluoroacetate, to give ...
Free radical carbocyclic ring reconstruction
(Tetrahedron Letters, 1986)
Alkenyl radical generated by β-fragmentation of tertiary cyclohexyloxy radical with carbocyclic ring opening, possessing a suitably located olefinic double bond, undergoes to the intramolecular 5-exo-trigonal cyclization ...