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6 results on '"Petruzziello D"'

1. Organocatalytic Stereoselective α-Formylation of Ketones

Author

Montse Guiteras Capdevila, Pier Giorgio Cozzi, Enrico Emer, Stefano Grilli, Diego Petruzziello, Andrea Gualandi, Capdevila, M G, Emer, E, Gualandi, A, Petruzziello, D, Grilli, S, and Cozzi, P G

Subjects
010405 organic chemistry, Chemistry, Stereochemistry, Organic Chemistry, Enantioselective synthesis, organocatalysi, 010402 general chemistry, STEREOSELECTIVITY, 01 natural sciences, Catalysis, 3. Good health, 0104 chemical sciences, Formylation, Inorganic Chemistry, Organocatalysis, Organic chemistry, Stereoselectivity, Physical and Theoretical Chemistry
Abstract

We have described the first organocatalytic stereoselective formylation of ketones accomplished by the use of N-methybenzothiazolylium iodide. The benzothiazolium salt, generally used as a masked formyl group or as precursor of carbenes,[31] is quite electrophilic and react with enamines formed in situ. Both moderate yield and high stereoselectivity were obtained with different ketones.

Published
2012
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2. A Rational Approach Towards a New Ferrocenyl Pyrrolidine for Stereoselective Enamine Catalysis

Author

Andrea Mazzanti, Diego Petruzziello, Pier Giorgio Cozzi, Marco Stenta, Petruzziello D., Stenta M., Mazzanti A., and Cozzi P.G.

Subjects
Pyrrolidines, Proline, Web of science, pyrrolidine, organocatalysi, 010402 general chemistry, 01 natural sciences, Catalysis, Pyrrolidine, Enamine, chemistry.chemical_compound, Organic chemistry, organocatalysis, Ferrous Compounds, Amines, Molecular Structure, ENAMINES, 010405 organic chemistry, Chemistry, Organic Chemistry, Stereoisomerism, General Chemistry, 0104 chemical sciences, nitro-michael reaction, Ferrocene, Organocatalysis, Stereoselectivity
Abstract

Ironing out the details: Proline and pyrrolidine derivatives (Hayashi- Jørgensen catalysts) are considered "work horses" in organocatalysis. This report describes a new effective ferrocenyl pyrrolidine catalyst that is able to perform well in benchmark organocatalytic reactions (see figure). The ferrocene moiety controls the conformational space and a simple alkyl group effectively covers a face of the derived enamine. This new framework can find applications in organocatalysis, and in general, in new ligand design.

Published
2013

3. A rational approach towards a new ferrocenyl pyrrolidine for stereoselective enamine catalysis.

Author

Petruzziello D, Stenta M, Mazzanti A, and Cozzi PG

Subjects
Catalysis, Ferrous Compounds chemistry, Molecular Structure, Proline chemical synthesis, Proline chemistry, Pyrrolidines chemistry, Stereoisomerism, Amines chemistry, Ferrous Compounds chemical synthesis, Proline analogs & derivatives, Pyrrolidines chemical synthesis
Abstract

Ironing out the details: Proline and pyrrolidine derivatives (Hayashi- Jørgensen catalysts) are considered "work horses" in organocatalysis. This report describes a new effective ferrocenyl pyrrolidine catalyst that is able to perform well in benchmark organocatalytic reactions (see figure). The ferrocene moiety controls the conformational space and a simple alkyl group effectively covers a face of the derived enamine. This new framework can find applications in organocatalysis, and in general, in new ligand design., (Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Published
2013
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5. Enantio and diastereoselective addition of phenylacetylene to racemic α-chloroketones.

Author

Alesi S, Emer E, Capdevila MG, Petruzziello D, Gualandi A, and Cozzi PG

Subjects
Acetylene chemistry, Catalysis, Ligands, Nuclear Magnetic Resonance, Biomolecular, Organic Chemistry Phenomena, Stereoisomerism, Acetylene analogs & derivatives, Ketones chemistry
Abstract

In this report, we have presented the first diastereoselective addition of phenylacetylene to chiral racemic chloroketones. The addition is controlled by the reactivity of the chloroketones that allowed the stereoselective reaction to be performed at -20 °C. Chiral racemic chloroketones are used in the reaction. By carefully controlling the temperature and the reaction time we were able to isolate the corresponding products in moderate yields and with good, simple and predictable facial stereoselection. Our reaction is a rare example of the use of chiral ketones in an enantioselective alkynylation reaction and opens new perspectives for the formation of chiral quaternary stereocenters.

Published
2011
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6. Microwave assisted synthesis of a small library of substituted N,N'-bis((8-hydroxy-7-quinolinyl)methyl)-1,10-diaza-18-crown-6 ethers.

Author

Farruggia G, Iotti S, Lombardo M, Marraccini C, Petruzziello D, Prodi L, Sgarzi M, Trombini C, and Zaccheroni N

Subjects
Cell Proliferation, Cells, Cultured, Crown Ethers chemistry, Crown Ethers pharmacokinetics, Fluorescence, Fluorescent Dyes chemical synthesis, Fluorescent Dyes pharmacokinetics, Humans, Molecular Structure, Quinolines chemistry, Quinolines pharmacokinetics, Small Molecule Libraries, Spectrometry, Fluorescence, Stereoisomerism, Tissue Distribution, Crown Ethers chemical synthesis, Fluorescent Dyes chemistry, Microwaves, Quinolines chemical synthesis
Abstract

N,N'-bis-((8-hydroxy-7-quinolinyl)methyl)-1,10-diaza-18-crown-6 ether 1a and its analogue 1c are known as fluorescent sensors of magnesium in living cells. With the aim to investigate the effects of the substitution pattern on the photophysical properties of ligands 1 and their metal complexes, we developed an efficient microwaves enhanced one-pot Mannich reaction to double-armed diaza-crown ligands 1 carrying a variety of substituents. This new protocol is characterized by shorter reaction times, enhanced yields, and improved product purities with respect to the use of conventional conductive heating.

Published
2010
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