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We report an improved synthesis of new molecular platforms, functionalized for studies in molecular recognition and combinatorial chemistry. Their structures are related to naturally occurring marine cyclopeptides such as the Dolostatins and Dendroamides that feature side chain functionality...
The method of indole preparation by transformation of 3-nitropyridinium salts was successfully extended to the synthesis of indoles containing substituents Cl, PhS, CN, Ac and COOEt on the 5-position.
Palladium catalyzed 1,6-enyne cycloreductions in the presence of 1.2 equiv. of formic acid (method A) would involve cycloalkylpalladium formates which proceed via two consecutive steps: β-elimination of alkylpalladium intermediates and then reduction at the less hindered olefins regio- and...
The reactivity of hydroxy selenides with catalytic amounts of perchloric acid in dichloromethane was investigated. Four different cyclisation modes (4- exo , 5- endo , 5- exo and 6- endo ) of the intermediate seleniranium ion could occur. The reaction of the hydroxy selenides with primary and...
Ethyl 2-amino-4-aryl-1,4-dihydro-6-phenylpyrimidine-5-carboxylates readily react, under microwave irradiation and solvent-free conditions, with 3-formylchromone or diethyl (ethoxymethylene)malonate to yield novel pyrimido(1,2- a )pyrimidines. The structure of the final products, deduced from the...
Three branched pentasaccharide derivatives and one tetrasaccharide were synthesized efficiently. The advantages of this method include a one-pot facile synthesis of 3,6-differentially protected mannose building block and an efficient strategy for oligosaccharide assembly.
Racemic trans -1-amino-2-dimethylaminocyclohexane was prepared by aziridine ring opening reaction of 7-azabicyclo(4.1.0)heptane with HNMe 2 . The resolution of the racemate was accomplished by crystallization as the l -tartrate. The optical purity of this material was checked by NMR after...
Oxidation of 1,2-dihydronaphthalenes with thallium trinitrate was studied. 1,2-dihydronaphthalene, 1-methyl-1,2-dihydronaphthalene, 6- and 8-methoxy-1,2-dihydronaphthalenes gave rise to the respective ring contraction products in good yields, whereas the rearrangement was not observed using...
The substituent effect on the geometrical selectivity in the Horner–Wadsworth–Emmons (HWE) reaction was studied employing several mixed phosphonoacetates. Their reactions with aromatic aldehydes showed a gradual change in Z -selectivity according to the electron-withdrawing ability of the...
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