Rosaria Schettini

Dr. Rosaria Schettini

Dipartimento di Chimica e Biologia "A. Zambelli" , Università di Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, SA, Italy
orcid

Research Focus & Metrics

Academic Career Length

11Years (2016-Present)

(Calculated once Scilit publication data is synced: current year − year of first publication + 1)

Representative Publications

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22 October 2018 in Synthesis
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Journal Article
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Giorgio Della SalaGiorgio Della Sala
Giorgio Della Sala
Rosaria SchettiniRosaria Schettini
Rosaria Schettini
MSMarina Sicignano
Marina Sicignano
FRFrancesco De Riccardis
Francesco De Riccardis
Irene IzzoIrene Izzo
Irene Izzo
The introduction and development of neutral macrocyclic hosts capable of complexing ions within their pre-organized cavity, has been of utmost importance in supramolecular chemistry. Their ability to form stable organic-soluble metal–macrocycle complexes opened up the way to their application in phase-transfer catalysis (PTC) as a viable alternative to quaternary onium salts. In particular, their conformationally rigid preorganized backbone, accommodating organic substrates in defined orientations, promotes highly efficient stereoselective reactions. This short review summarizes the applications of neutral macrocyclic hosts in stereoselective PTC, highlighting the difference and possible complementarity with quaternary ammonium salts.1 Introduction2 Crown Ethers and Related Coronands2.1 Enantioselective PTC with Chiral Macrocyclic Coronands2.2 Enantioselective PTC Reactions Catalyzed by Chiral Quaternary Ammonium Salts with Achiral Crown Ether Co-catalysts3 Cyclic Peptoids4 Miscellaneous Chiral Macrocyclic Hosts5 Summary and Outlook

16 November 2017 in Organic & Biomolecular Chemistry
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Journal Article
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Assunta D'AmatoAssunta D'Amato
Assunta D'Amato
Rosaria SchettiniRosaria Schettini
Rosaria Schettini
Giorgio Della SalaGiorgio Della Sala
Giorgio Della Sala
CCC. Costabile
C. Costabile
CTConsiglia Tedesco
Consiglia Tedesco
FRFrancesco De Riccardis
Francesco De Riccardis
Most of the structural studies made on the secondary structure of peptoids describe their geometric attributes in terms of the classic Ramachandran plot (based on the local analysis of ω, ψ, χ, φ dihedral angles). However, little intuitive understanding is available from internal coordinates when stereochemistry is involved. In this contribution we list all the conformationally stable cyclic peptoids reported up to the year 2017 and propose a simple method to define their geometric arrangement in terms of planar chirality. Evidence of conformational isomerism (due to the long average time of single bond rotation) and conformational chirality (induced by the absence of roto-reflection axes) in this promising class of synthetic macrocycles is provided by NMR spectroscopy (using Pirkle's alcohol as chiral solvating agent) and careful evaluation of X-ray crystallographic studies. The full understanding of the oligomeric macrocycles’ structural properties and the clear framing of their conformational isomerism in a proper conceptual scheme is fundamental for future application of peptoids in asymmetric synthesis, chiral recognition and supramolecular chemistry.

18 March 2017 in Marine Drugs
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Journal Article
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AMAlessandra Meli
Alessandra Meli
CTConsiglia Tedesco
Consiglia Tedesco
Giorgio Della SalaGiorgio Della Sala
Giorgio Della Sala
Rosaria SchettiniRosaria Schettini
Rosaria Schettini
Fernando AlbericioFernando Albericio
Fernando Albericio
Irene IzzoIrene Izzo
Irene Izzo
A critical summary on the discovery of the nineteen members of the phakellistatin family (phakellistatin 1–19), cytotoxic proline-rich cyclopeptides of marine origin, is reported. Isolation, structural elucidation, and biological properties of the various-sized natural macrocycles are described, along with the total syntheses and the enigmatic issues of the cytotoxic activity reproducibility.

18 September 2018 in The Journal of Organic Chemistry
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Journal Article
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Rosaria SchettiniRosaria Schettini
Rosaria Schettini
CCChiara Costabile
Chiara Costabile
Giorgio Della SalaGiorgio Della Sala
Giorgio Della Sala
VIVeronica Iuliano
Veronica Iuliano
CTConsiglia Tedesco
Consiglia Tedesco
FRFrancesco De Riccardis
Francesco De Riccardis

14 May 2020 in The Journal of Organic Chemistry
Verified
Journal Article
Open access
MSMarina Sicignano
Marina Sicignano
Rosaria SchettiniRosaria Schettini
Rosaria Schettini
GPGIOVANNI PIERRI
GIOVANNI PIERRI
MMMaria Leda Marino
Maria Leda Marino
Irene IzzoIrene Izzo
Irene Izzo
Giorgio Della SalaGiorgio Della Sala
Giorgio Della Sala
A novel asymmetric phase-transfer catalyzed γ-alkylation of phthalide 3-carboxylic esters has been developed, giving access to 3,3-disubstituted phthalide derivatives which present a chiral quaternary γ-carbon in good to excellent yields and good enantioselectivities (74-88% ee). The enantiomeric purity could be substantially enhanced to 94-95% ee by recrystallization. Both electron-withdrawing and electron-releasing substituents are well tolerated on the phthalide core, as well as on the aromatic moiety of the alkylating agent. This methodology, enabling the introduction of an unfunctionalized group at the phthalide γ-position, fully complements previously reported organocatalytic strategies involving functionalized electrophiles, thus expanding the scope of accessible 3,3-disubstituted products. The high synthetic value of this asymmetric reaction has been proved by the formal synthesis of the naturally occurring alkaloid (+)-(9S,13R)-13-hydroxyisocyclocelabenzine.

30 November 2018 in Crystal Growth & Design
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Journal Article
Closed access
CTConsiglia Tedesco
Consiglia Tedesco
Rosaria SchettiniRosaria Schettini
Rosaria Schettini
VIVeronica Iuliano
Veronica Iuliano
GPGIOVANNI PIERRI
GIOVANNI PIERRI
AFAndrew N. Fitch
Andrew N. Fitch
Irene IzzoIrene Izzo
Irene Izzo