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Claudia Tomasini

Full Professor

Department of Chemistry "Giacomo Ciamician"

Academic discipline: CHIM/06 Organic Chemistry

Director of Second Cycle Degree in Advanced Cosmetic Sciences

Publications

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Publications prior to 2004

PUBBLICAZIONI PRIMA DEL 2004

1.     Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "A new, convenient improvement of a selective sylilation-desylilation sequence in polyhydroxylated compounds by means of polymeric reagents", Chemistry and Industry, 1983, 643.

2.     Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "Procedimento per preparare la ristosamina e prodotti intermedi", Brevetto n°. 0001163755.

3.     Giuliana Cardillo, Mario Orena, Gianni Porzi, Sergio Sandri, Claudia Tomasini - "Procedimento per preparare la daunosamina e prodotti intermedi", Brevetto n°. 0001194308.

4.     Alessandro Bongini, Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "A regio- and stereoselective synthesis of methyl a-L-ristosaminide hydrochloride", Tetrahedron, 1983, 39, 3801.

5.     Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "Novel synthesis of a-hydroxyketones and g- or d-ketoesters from cyclic iodocarbonates and iodolactones", J. Org. Chem., 1984, 49, 701.

6.     Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "A regio- and stereoselective synthesis of methyl a-L-daunosaminide hydrochloride", J. Org. Chem., 1984, 49, 3951.

7.     Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "Synthesis of rhodinose using supported carbonate anion", Gazz. Chim. It., 1984, 114, 325.

8.     Alessandro Bongini, Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "A new approach to (±)-2-amino-2-deoxytetritols derivatives", J. Chem. Soc., Perkin I, 1985, 935.

9.     Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "Synthesis of oxazolidin-2-ones using carbonate ion on a polymeric support", Tetrahedron, 1985, 41, 163.

10.  Alessandro Bongini, Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "Iodocyclofunctionalization of (Z)-1-trichloroacetimidoyloxyalk-2-enes and 3-trichloroacetimidoyloxyalk-1-enes. Synthesis of (±)-erythro-sphinganine triacetate and (±)-threo-sphinganine triacetate", J. Chem. Soc., Perkin Trans. I, 1986, 1339.

11.  Alessandro Bongini, Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "Iodocyclofunctionalization of (E)-1-trichloroacetimidoalk-2-enes. Synthesis of (±)-erythro-sphinganine triacetate", J. Chem. Soc., Perkin Trans. I, 1986, 1345.

12.  Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "A novel efficient synthesis of (±)-erythro-sphingosine", Tetrahedron, 1986, 42, 917.

13.  Alessandro Bongini, Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "Factors affecting the regioselection of allylic imidates iodocyclization", J. Org. Chem., 1986, 51, 4905.

14.  Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "An efficient synthesis of (R)-(+)- and (S)-(-)-propranolol from resolved 5-iodomethyloxazolidin-2-ones", Tetrahedron, 1987, 43, 2505.

15.  Elena Bruni, Giuliana Cardillo, Mario Orena, Sergio Sandri, Claudia Tomasini - "Synthesis of chiral 1,2 diamines", Tetr. Lett. 1989, 30, 1679.

16.  Giuliana Cardillo, Md. Abul Hashem, Claudia Tomasini - "Functionalisation of unsaturated amides: synthesis of chiral a- or b-hydroxyacids", J. Chem. Soc., Perkin Trans. I, 1990, 1487.

17.  Giuliana Cardillo, Mario Orena, Maurizio Penna, Sergio Sandri, Claudia Tomasini - "Synthesis of (R)-N-tosylemeriamine via chiral N-tosylimidazolidin-2-ones", Synlett, 1990, 543.

18.  Rosa Amoroso, Giuliana Cardillo, Claudia Tomasini - "Synthesis of L and D a-amino acids from chiral amidals", Tetr. Lett., 1990, 31, 6413.

19.  Giuliana Cardillo, Mario Orena, Maurizio Penna, Sergio Sandri, Claudia Tomasini - "A new approach to the synthesis of enantiomerically pure 2,3-diaminoacids through chiral imidaziolidin-2-ones", Tetrahedron, 1991, 47, 2263.

20.  Rosa Amoroso, Giuliana Cardillo, Claudia Tomasini - "1,3-Asymmetric induction: highly enantioselective synthesis of a-amino acids via 2,5-trans disubstituted imidazolidin-4-ones", Tetr. Lett., 1991, 32, 1971.

21.  Rosa Amoroso, Giuliana Cardillo, Claudia Tomasini, Paola Tortoreto - "A new route to the synthesis of amino acids through the mercury cyclization of chiral amidals", J. Org. Chem., 1992, 57, 1082.

22.  Rosa Amoroso, Giuliana Cardillo, Claudia Tomasini - "Use of chiral amidals in the synthesis of 6-methylperihydropyrimidin-4-ones, protected form of b-amino acids", Heterocycles, 1992, 34, 349.

23.  Rosa Amoroso, Giuliana Cardillo, Claudia Tomasini - "Highly diastereoselective alkylation of 6-methylperihydropyrimidin-4-ones directed towards the synthesis of a-substituted b-amino acids", Tetr. Lett., 1992, 33, 2725.

24.  Rosa Amoroso, Giuliana Cardillo, Marta Susana Romero, Claudia Tomasini - "Total synthesis of enantiomerically pure a-aminoadipic acid", Gazz. Chim. It., 1993, 123, 75.

25.  Rosa Amoroso, Giuliana Cardillo, Piera Sabatino, Claudia Tomasini, Alessandra Treré - "Lewis Acid Promoted 1,4-Addition to Chiral Imides derivatives in the Synthesis of b-Amino Acids”, J. Org. Chem., 1993, 58, 5615.

26.  Rosa Amoroso, Giuliana Cardillo, Giovanna Mobbili, Claudia Tomasini – “Metal-Assisted Aldol Condensation of Chiral 6-Methyl Perihydro-pyrimidin-4-ones”, Tetrahedron:Asymmetry, 1993, 4, 2241.

27.  Ilaria Braschi, Giuliana Cardillo, Claudia Tomasini – “Synthesis and Stereochemical Behaviour of 8-Alkyl-3-(1'-phenylethyl)-7-oxa-1,3-diazabicyclo-[3.2.1]-octane-4,6-diones Directed Towards the Synthesis of a-Substituted b-Amino Acids”, Tetrahedron, 1994, 50, 2955.

28.  Giuliana Cardillo, Angela De Simone, Luca Gentilucci, Claudia Tomasini – “Conjugate Addition of Chloride to alpha,beta-Unsaturated Chiral Imides Promoted by BCl3-derivatives. A Synthesis of 3-Chlorobutanoic Acid”, J. Chem. Soc., Chem. Comm. 1994, 735.

29.  Giuliana Cardillo, Angela De Simone, Luca Gentilucci, Piera Sabatino, Claudia Tomasini - Michael-Type Addition of Phtalimide Salts to Chiral alpha,beta-Unsaturated Imides, Tetrahedron Lett., 1994, 35, 5051.

30.  Ilaria Braschi, Giuliana Cardillo, Claudia Tomasini, Roberto Venezia - "Highly diastereoselective alkylation of perhydro-pyrimidin-4-ones directed towards the synthesis of a-substituted b-amino acids. Part II", J. Org. Chem., 1994, 59, 7292.

31.  Giuliana Cardillo, Luca Gentilucci, Claudia Tomasini, Laura Tomasoni - "Synthesis of New Chiral Auxiliaries Derived from (S)-Tryptophan", Tetrahedron:Asymmetry, 1995, 6, 1947.

32.  Giuliana Cardillo, Emanuela Di Martino, Luca Gentilucci, Claudia Tomasini, Laura Tomasoni - "Conjugate addition of chloride to a,b-Unsaturated chiral imides promoted by BCl 3-derivatives. Part II.", Tetrahedron: Asymmetry, 1995, 6, 1957.

33.  Giuliana Cardillo, Alessandra Tolomelli, Claudia Tomasini - "Synthesis of Enantiomerically Pure syn and anti a-Hydroxy b-Amino Acids through Diastereoselective Hydroxylation of Perhydropyrimidin-4-ones", Tetrahedron, 1995, 51, 11831.

34.  Giuliana Cardillo, Angela De Simone, Anna Mingardi, Claudia Tomasini - "Synthesis of b,g-unsaturated Esters from a,b-Unsaturated Acid Chlorides", Synlett, 1995, 11, 1131.

35.  Giuliana Cardillo, Claudia Tomasini - "Asymmetric Synthesis of b-Amino Acids and a-Substituted b-Amino Acids", Chem. Soc. Rev., 1996, 25, 117.

36.  Giuliana Cardillo, Claudia Tomasini - "Enantioselective Synthesis of b-Amino Acids via 6-Substituted Perhydropyrimidin-4-ones" in Enantioselective Synthesis of b-Amino Acids; pp. 211-248; Ed. Eusebio Jauristi, VHC Verlag I, 1996.

37.  Giuliana Cardillo, Luca Gentilucci, Claudia Tomasini, Maria Pilar Visa Castejon-Bordas - "Synthesis of Optically Pure Trans Aziridine-2-carboxylates by Diastereoselective Gabriel-Cromwell Reaction", Tetrahedron: Asymmetry, 1996, 7, 755.

38.  Alessandro Bongini, Giuliana Cardillo, Anna Mingardi, Claudia Tomasini - "Asymmetric 1,4 Addition of Grignard Reagents to Chiral a,b-Unsaturated Imides in the Presence of Lewis Acids", Tetrahedron: Asymmetry, 1996, 7, 1457.

39.  Giuliana Cardillo, Sonia Casolari, Luca Gentilucci, Claudia Tomasini - “Asymmetric Synthesis of Alkyl Aziridine-2-Carboxylates from Chiral 3'-Benzyloxyaminoimide Derivatives”, Angew. Chem. Int. Ed. Engl., 1996, 35, 1848.

40.  Giuliana Cardillo, Alessandra Tolomelli, Claudia Tomasini - “Enzymatic Resolution of a-Alkyl b-Amino Acids using Immobilized Penicillin G Acylase”, J. Org. Chem., 1996, 61, 8651.

41.  Alessandra Tolomelli,Claudia Tomasini - Critical Survey Covering the Year 1996: Recent Advances in Functional Groups Manipulation”, in Seminars in Organic Synthesis, Atti della XXII Scuola Estiva “A. Corbella”, 1997, pp. 309-390.

42.  Giuliana Cardillo, Luca Gentilucci, Alessandra Tolomelli, Claudia Tomasini - “Ring Expansion of N-Acyl Aziridine-2-imides to Oxazoline-4-imides, Useful Precursors of Pure beta-Hydroxy alpha-Aminoacids”, Tetrahedron Lett., 1997, 38, 9653.

43.  Alessandro Bongini, Giuliana Cardillo, Luca Gentilucci, Claudia Tomasini - “Synthesis of Enantiomerically Pure Aziridine-2-imides by Cyclization of Chiral 3'-Benzyloxyamino Imide Enolates”, J. Org. Chem., 1997, 62, 9148.

44.  Giuliana Cardillo, Luca Gentilucci, Alessandra Tolomelli, Claudia Tomasini - A Stereoselective Synthesis of (2R,3S)-N-Benzoylisoserine Methyl Ester”, J. Org. Chem., 1998, 63, 2351.

45.  Giuliana Cardillo, Luca Gentilucci, Alessandra Tolomelli, Claudia Tomasini - “Formation of Aziridine-2-amides through 5-Halo-6-methylperhydropyrimi-din-4-ones. A Route to Enantiopure L- and D-Threonine and allo-Threonine”, J. Org. Chem., 1998, 63, 3459.

46.  Giuliana Cardillo, Alessandra Tolomelli, Claudia Tomasini - “A New Diastereoselective Synthesis of anti a-Alkyl alpha-Hydroxy beta-Amino Acids”, Eur. J. Org. Chem., 1999, 155.

47.  Giuliana Cardillo, Luca Gentilucci, Alessandra Tolomelli, Claudia Tomasini - “Asymmetric 1,4-Addition of Grignard Reagents to Chiral a,b-Unsaturated Esters in the Presence of Lewis Acids”, Tetrahedron, 1999, 55, 6231-6242.

48.  Giuliana Cardillo, Luca Gentilucci, Alessandra Tolomelli, Claudia Tomasini - “A Practical Method for the Synthesis of beta-Amino alpha-Hydroxy Acids. Synthesis of Enantiomerically Pure Hydroxyaspartic Acid and Isoserine”, Synlett, 1999, 1727-1730.

49.  Alessandra Maria Nocioni, Carmela Papa, Claudia Tomasini - “A Facile and Stereocontrolled Synthesis of syn- alpha-Alkyl alpha-Hydroxy beta-Amino Acids”, Tetrahedron Lett., 1999, 40, 8453-8456.

50.  Claudia Tomasini, Andrea Vecchione - A Novel Synthesis of 4-Carboxymethyl 5-Alkyl/Aryl Oxazolidin-2-ones by Rearrangement of 2-Carboxymethyl 3-Alkyl/Aryl N-Boc Aziridines”, Org. Lett., 1999, 1, 2153.

51.  Carmela Papa, Claudia Tomasini - “Synthesis and Ring Opening of 2-Alkyl 2-Carboxymethyl 3-Alkyl/Aryl N-Benzoyl Aziridines: Synthesis of Polysubstituted Amino Acids”, Eur. J. Org. Chem., 2000, 1569-1576.

52.  Simone Lucarini, Claudia Tomasini - Synthesis of Oligomers of trans (4S,5R) 4-Carboxybenzyl 5-Methyl Oxazolidin-2-one: An Approach to New Foldamers”, J. Org. Chem., 2001, 66, 727-732.

53.  Claudia Tomasini, Marzia Villa - “Pyroglutamic acid as a pseudoproline moiety: A facile method for its introduction into polypeptide chains”, Tetrahedron Lett., 2001, 42, 5211-5214.

54.  Cristina Peggion, Alessandra Barazza, Fernando Formaggio, Marco Crisma, Claudio Toniolo, Marzia Villa, Claudia Tomasini, Herbert Mayrhofer, Peter Pöchlauer, Bernard Kaptein, Quirinus B. Broxterman - Me)Hyv: chemo-enzymatic synthesis, and preparation and preferred conformation of model depsipeptides”, J. Chem. Soc., Perkin Trans. II, 2002, 644-651.

55.  Fernando Bernardi, Marco Garavelli, Marco Scatizzi, Claudia Tomasini, Valerio Trigari, Marco Crisma, Fernando Formaggio, Cristina Peggion, Claudio Toniolo - Pseudopeptide Foldamers. The Homo-Oligomers of Pyroglutamic Acid”, Chem. Eur. J., 2002, 8, 2516-2515.

56.  Claudia Tomasini, Valerio Trigari, Simone Lucarini, Fernando Bernardi, Marco Garavelli, Cristina Peggion, Fernando Formaggio, Claudio Toniolo - “Pseudopeptide Foldamers. The Homo-oligomers of the trans-(4S,5R)-4-Carboxy-5-methyl Oxazolidin-2-one”, Eur. J. Org. Chem., 2003, 259-267.

57.  Gianluigi Luppi, Donato Lanci, Valerio Trigari, Marco Garavelli, Andrea Garelli, Claudia Tomasini - “Development and Conformational Analysis of a Pseudoproline-Containing beta -Turn Mimic”, J. Org. Chem. 2003 , 68, 1982-1993.

58.  Gianluigi Luppi, Marzia Villa, Claudia Tomasini - “Introduction of 4(S)-Oxazolidineacetic Acid, 2-Oxo (D-Oxac) Motif in a Polypeptide Chain: Synthesis and Conformational Analysis”, Org. Biomol. Chem., 2003, 1,  247-250.

59.  Gianluigi Luppi, Claudia Tomasini - “A New Entry to Polyfunctionalised 4,5-trans Disubstituted  Oxazolidin-2-ones from L-Aspartic Acid”, Synlett, 2003, 797-800.

 

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