A5034285581- Asymmetric Synthesis and Catalysis
- Organic Chemistry Cycloaddition Reactions
- Synthesis and Properties of Aromatic Compounds
- Synthetic Organic Chemistry Methods
- Axial and Atropisomeric Chirality Synthesis
- Molecular spectroscopy and chirality
- Chemical Synthesis and Analysis
- Oxidative Organic Chemistry Reactions
- Chemical Synthesis and Reactions
- Bioactive Compounds and Antitumor Agents
- Various Chemistry Research Topics
- Porphyrin and Phthalocyanine Chemistry
- DNA and Nucleic Acid Chemistry
- Synthesis of Indole Derivatives
- Analytical Chemistry and Chromatography
- Synthesis of Organic Compounds
- Photochromic and Fluorescence Chemistry
- Cancer Treatment and Pharmacology
- Chemical synthesis and alkaloids
- Carbohydrate Chemistry and Synthesis
- Photochemistry and Electron Transfer Studies
- Marine Sponges and Natural Products
- Building materials and conservation
- Inorganic and Organometallic Chemistry
- Crystallization and Solubility Studies
University of Perugia
2010-2019
University of Calabria
2013-2014
University of Messina
2013
Hungarian Academy of Sciences
1996
Radboud University Nijmegen
1991
A mild, practical, and simple procedure for phenyl selenoesters synthesis from several anhydrides diphenyl diselenide was developed. This transition-metal-free method provides a straightforward entry to storable Fmoc-amino acid which are effective chemoselective acylating reagents. An application oligopeptide illustrated.
[reaction: see text] Diels-Alder reactions of 3-substituted coumarins 1a-g with methyl-1,3-butadienes 2a-c carried out in water alone and CH2Cl2 under 9 kbar pressure are reported. In aqueous medium satisfactory results were obtained by operating at 150 degrees C, whereas high the cycloadditions complete 60-70 C excellent yields (85-95%). The isoprene (2b) always resulted exclusive formation para cycloadducts, (E)-piperylene (2c) only ortho products detected. cycloaddition...
Diels−Alder cycloaddition reactions of 3-cyanocoumarin, hydroxy-substituted 3-cyanocoumarins and mesyl-substituted 3-cyano-coumarins with methyl-1,3-butadienes carried out under high pressure (11 kbar) are reported. Activation by allows these to proceed satisfactorily mild conditions produce 6a-cyano-hydroxy- 6a-cyano-mesyl-tetrahydro-6H-benzo[c]chromen-6-ones in moderate excellent yield. The synthesis cis-1-hydroxy-9-methyl-3-pentyl-6a,7,10,10a-tetrahydro-benzo[c]chromen-6-one as precursor...
A total synthesis of D-erythro-sphinganine [(2S,3R)-2-aminooctadecane-1,3-diol] starting from commercial N-tert-butyloxycarbonyl-L-serine methyl ester is described. The approach based on the completely stereoselective preparation an α-amino epoxide obtained by treating a protected L-serinal derivative with dimethylsulfoxonium methylide. oxirane synthon anti configuration fitting (2S,3R) stereochemistry 2-amino-1,3-diol polar head D-erythro-sphinganine. synthetic procedure afforded target...
This paper presents an efficient one-pot protocol for the sequential deprotection/reprotection of α-amino group in acid and dipeptide methyl esters. [Bmim][BF4] is used as solvent entire process. In particular, use ionic liquid allows rapid clean removal 4-nitrobenzenesulfonyl (nosyl) facile subsequent tert-butyloxycarbonylation free function under very mild conditions. N-Boc-α-amino well peptide derivatives are isolated excellent yields, do not require any further purification. Absolute...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTRole of the charge transfer interactions in photoreactions. 1. Exciplexes between styrylnaphthalenes and aminesG. G. Aloisi, U. Mazzucato, J. B. Birks, L. MinutiCite this: Am. Chem. Soc. 1977, 99, 19, 6340–6347Publication Date (Print):September 1, 1977Publication History Published online1 May 2002Published inissue 1 September 1977https://pubs.acs.org/doi/10.1021/ja00461a028https://doi.org/10.1021/ja00461a028research-articleACS PublicationsRequest...
High-pressure Diels−Alder reactions of various alkoxy/alkyl-substituted benzylideneacetones with methyl-1,3-butadienes are reported. Activation by high pressure (8−11 kbar) in combination the mild Lewis acid HfCl4·2THF allows these to efficiently and regioselectively produce a series ortho-substituted cyclohexenyl-benzene cycloadducts, that useful precursors for expeditious construction privileged 6,6-dimethyltetrahydro-6H-benzo[c]chromene skeleton. Application synthesis Δ8-trans-THC both...
Diels-Alder reactions of a range 1-(alkoxy/alkyl/halogen-substituted phenyl)buta-1,3-dienes with methyl propiolate carried out in green ethanolic medium under 9 kbar pressure were investigated. The use high as activating method the allows efficient and regioselective generation series cyclohexadienyl-benzene cycloadducts that are oxidized to corresponding biaryls. alkoxy/alkyl/halogen-substituted biaryls produced useful precursors for accessing substituted 6H-benzo[c]chromen-6-ones...
Diels–Alder reactions of a range 1-(alkoxy/alkyl-substituted phenyl)buta-1,3-dienes with methyl vinyl ketone and acrylate carried out in ethanol as the reaction medium under 9 kbar pressure were investigated. The use high activating method allows efficient endodiastereoselective generation series cis-cyclohexenyl-benzene cycloadducts, which are selectively converted into their trans-epimers. cis-cyclohexenyl-benzenes trans-cyclohexenyl-benzenes produced useful precursors for accessing...
An efficient and stereocontrolled synthesis of 2-substituted tetrahydrofurans has been achieved. The approach employs the asymmetric reduction γ-phenylseleno ketones obtained by three different procedures that are peculiarly applied to such compounds. Finally, intramolecular substitution phenylselenone residue oxygen atom a hydroxy group gives tetrahydrofuran ring.
A selenium-mediated strategy for the stereoselective synthesis of substituted tetrahydropyrans and isochromans has been developed starting from δ-phenylseleno ketones. After enantioselective reduction, chiral nonracemic phenylseleno alcohols were oxidized to corresponding selenones, which underwent an effcient 6-exo-tet ring-closure reaction.
A two-step synthetic approach to penta- and hexahelicenes substituted at the terminal aromatic rings has been studied. This is based on Diels–Alder reaction of 5,5′,8,8′-tetramethyl-3,3′,4,4′-tetrahydro-[1,1′]-binaphthalene (2b), 3-vinyl-1,2-dihydronaphthalene (5a), 5,8-dimethyl-3-vinyl-1,2-dihydronaphthalene (5b) 3-vinyl-1,2-dihydrophenanthrene (15) followed by aromatization cycloadducts. method flexible, efficient wide application synthesis several benzenoid nonbenzenoid hexahelicenes. The...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDiels-Alder reactions of cycloalkenones. 14. Endo diastereoselectivity 2-cyclohexenones in with cyclopentadieneE. Charles Angell, Francesco Fringuelli, Ming Guo, Lucio Minuti, Aldo Taticchi, and Ernest WenkertCite this: J. Org. Chem. 1988, 53, 18, 4325–4328Publication Date (Print):September 1, 1988Publication History Published online1 May 2002Published inissue 1 September...
Abstract 5,8‐Dimethyl‐1,12‐dimethylene‐2,11‐dithia[3.3]cyclophane 2,11‐dioxides with planar and central chirality were synthesized in high yields, starting from 2,5‐dimethyl‐1,4‐benzenedimethanethiol, through the formation of suitable transient sulfenic functions that add to triple bonds disubstituted benzenes. Experimental observations allowed mechanistic stereochemical insights into key step synthetic pathway, NMR experiments diagnostic for structure assignments cage‐like compounds. The...
New tris(SS)-tripodal capping ligands afford AuNP surface composition fine control and SPR sensing for TNT-like explosives.
The synthesis and photoelectrical properties of [2.2]paracyclophanes, containing conjugated acetylenic triple bonds in the linear side-chain, are described. These compounds were incorporated as an electroactive component within a conductive polymer, i.e. poly(3-butylthiophene). blend showed response higher than that neat polymer. Surprisingly, it was found application electric bias during preparation led to increase photocurrent.