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Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles
(Oxford : Pergamon-Elsevier Science Ltd, 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-catalysed synthesis of allyl acetates from allenes
(Oxford : Pergamon-Elsevier Science Ltd, 2010)
Allyl acetates were synthesised from allenes utilising methodology based on the general reactivity of pi-allyl palladium intermediates which participate efficiently in transformations involving nucleophiles. Reactions of ...
A novel tandem process leading to functionalized glutarimides
(Oxford : Pergamon-Elsevier Science Ltd, 2005)
The synthesis of various functionalized or spirobicyclic glutarimides by a novel tandem process has been disclosed. The reaction involves a base-catalyzed Michael addition of active methylene compounds to secondary conjugated ...
Reactions of transition metal carbonyl anions with 2-(1-bromoalkylidene)thiazolidin-4-ones: halogenophilic attack or deprotonation
(Oxford : Pergamon-Elsevier Science Ltd, 2011)
Bromophilic attack by the transition metal carbonyl anion, [Re(CO)(5)]Na (pK(a) = 21.1), on 2-(1-bromoalkylidene)thiazolidin-4-ones is significantly faster than abstraction of an acidic lactam hydrogen (pK(a) similar to ...
Reactions of ortho-substituted α,α-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds
(Oxford : Pergamon-Elsevier Science Ltd, 2009)
An efficient method for the formation of α-carbonyl-monosubstituted acetophenones from ortho-methoxy- and ortho-hydroxy-α,α-dibromoacetophenones and a range of selected nucleophiles, occurring via a carbophilic ...
Magnetic criteria of aromaticity in a benzene cation and anion: how does the Jahn-Teller effect influence the aromaticity?
(Oxford : Pergamon-Elsevier Science Ltd, 2012)
The aromatic/antiaromatic behavior of the Jahn-Teller UT) active benzene cation and anion has been investigated using Density Functional Theory (DFT) calculations of Nuclear Independent Chemical Shifts (NICS) and magnetic ...
Synthesis, biological evaluation, and modeling of a C,D-seco-taxoid
(Oxford : Pergamon-Elsevier Science Ltd, 2005)
A C,D-seco-paclitaxel derivative 12 was prepared and tested for biological activity. The key step in the synthesis was a free radical fragmentation of the bicyclic tertiary alcohol 7 under the conditions of the hypobromite ...
Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine
(Oxford : Pergamon-Elsevier Science Ltd, 2015)
The intramolecular Heck reaction has been examined for the preparation of the core bicyclic structure of corialstonidine. Initial attempts to cyclise a vinyl iodide moiety onto a cyclic allyl alcohol were complicated by ...
A highly regioselective, protecting group controlled, synthesis of bicyclic compounds via Pd-catalysed intramolecular cyclisations
(Oxford : Pergamon-Elsevier Science Ltd, 2013)
Intramolecular Pd-catalysed cyclisation reactions for the preparation of bicyclic compounds have been studied as a model system towards the synthesis of corialstonine and corialstonidine. Significant differences in reactivity ...
Annulations of isoquinoline and beta-carboline ring systems: synthesis of 8-oxoprotoberberine derivatives
(Oxford : Pergamon-Elsevier Science Ltd, 2011)
Annulation processes of isoquinoline and p-carboline compounds have been investigated leading to synthetic routes for the preparation of 8-oxoprotoberberine derivatives. The key steps combined a diene formation/Diels-Alder ...