Carlo Morelli - Academia.edu (original) (raw)
Papers by Carlo Morelli
ChemInform, 2003
ABSTRACT For Abstract see ChemInform Abstract in Full Text.
ChemInform, 2005
ABSTRACT TiCl4-mediated nucleophilic ring-opening reactions of chiral acetals derived from (2S,3S... more ABSTRACT TiCl4-mediated nucleophilic ring-opening reactions of chiral acetals derived from (2S,3S)-1,1,1-trifluorobutane-2,3-diol proceed in a completely regioselective manner, leading to the break of the O1-C2 bond accompanied by a high degree of stereoselectivity. The use of triethylsilyl deuteride or allyltributyltin as nucleophiles gives access, after removal of the chiral auxiliary, to stereoselectively deuterated primary alcohols or homoallylic secondary alcohols, respectively, with high enantiomeric excesses.
![Research paper thumbnail of ChemInform Abstract: The Michael Reaction of N-Cinnamoylazoles with Phenols. A Simple Synthesis of 4-Arylchroman-2-ones and 1-Arylbenzo[f]chroman-3-ones](https://attachments.academia-assets.com/43025419/thumbnails/1.jpg)
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ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform, 2003
-5-trifluoromethyl-1,3-dioxolanes. -(MORELLI, C. F.; FORNILI, A.; SIRONI, M.; DURI, L.; SPERANZA,... more -5-trifluoromethyl-1,3-dioxolanes. -(MORELLI, C. F.; FORNILI, A.; SIRONI, M.; DURI, L.; SPERANZA, G.; MANITTOA*, P.; Tetrahedron: Asymmetry 13 (2002) 23, 2609-2618; Dip. Chim. Org. Ind., Univ. Stud. Milano, CNR, I-20133 Milano, Italy; Eng.) -Nuesgen 15-042
ChemInform, 1996
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
RSC Adv., 2014
In this paper a series of 2-iminomethoxyethyl mannose-based mono-and disaccharides have been synt... more In this paper a series of 2-iminomethoxyethyl mannose-based mono-and disaccharides have been synthesized by a chemoenzymatic approach and used in coupling reactions with 3-amino groups of lysine residues in a model protein (ribonuclease A, RNase A) to give semisynthetic neoglycoconjugates. In order to study the influence of structure of the glycans on the conjugation outcomes, an accurate characterization of the prepared neoglycoproteins was performed by a combination of ESI-MS and LC-MS analytical methods. The analyses of the chymotryptic digests of the all neoglycoconjugates revealed six Lys-glycosylation sites with a the following order of lysine reactivity: Lys 1 [ Lys 91 y Lys 31 > Lys 61 y Lys 66. A computational analysis of the reactivity of each lysine residue has been also carried out considering several parameters (amino acids surface exposure and pK a , protein flexibility). The in silico evaluation seems to confirm the order in lysine reactivity resulting from proteomic analysis.
ChemInform, 1996
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Tetrahedron: Asymmetry, 2009
... Recently, we found that the hydrolysis of racemic 2-tetralyl butyrate rac-1a catalyzed by Rhi... more ... Recently, we found that the hydrolysis of racemic 2-tetralyl butyrate rac-1a catalyzed by Rhizomucor miehei lipase (RML) immobilized on octyl agarose affords (R)-alcohol (R)-2a with high enantiomeric excess as determined by MTPA ester method. 22. ...
Tetrahedron: Asymmetry, 2009
(1R)-1-Deuterated alcohols with high enantiomeric excess were prepared via TiCl4/Et3SiD reduction... more (1R)-1-Deuterated alcohols with high enantiomeric excess were prepared via TiCl4/Et3SiD reduction of acetals arising from the reaction of aldehydes with (1S,2S)-3,3,3-trifluoro-1-phenylpropane-1,2-diol 9. Such a chiral auxiliary was synthesized in an enantiomerically pure form starting from l-mandelic acid. Due to its benzylic nature, it was easily removed from the reaction product of the reductive 1,3-dioxolane ring-cleavage to afford the desired α-deuterated
Tetrahedron: Asymmetry, 2002
-5-trifluoromethyl-1,3-dioxolanes. -(MORELLI, C. F.; FORNILI, A.; SIRONI, M.; DURI, L.; SPERANZA,... more -5-trifluoromethyl-1,3-dioxolanes. -(MORELLI, C. F.; FORNILI, A.; SIRONI, M.; DURI, L.; SPERANZA, G.; MANITTOA*, P.; Tetrahedron: Asymmetry 13 (2002) 23, 2609-2618; Dip. Chim. Org. Ind., Univ. Stud. Milano, CNR, I-20133 Milano, Italy; Eng.) -Nuesgen 15-042
Tetrahedron Letters, 2005
The Cl 2 AlH-mediated ring-opening of 2-substituted cis-4-methyl-5-trifluoromethyl-1,3-dioxolanes... more The Cl 2 AlH-mediated ring-opening of 2-substituted cis-4-methyl-5-trifluoromethyl-1,3-dioxolanes was found to occur with regioselective cleavage of the O1-C2 bond by attack of the aluminum hydride from the direction anti to the departing oxygen. This stereochemical outcome, which appears to be unprecedented in the reductive cleavage of chiral acetals by aluminum reagents, is interpreted on the basis of theoretical calculations.
Tetrahedron Letters, 1998
Tetrahedron, 2003
A new constituent, aloeresin H (1), was isolated from Cape aloe, a bittering and laxative agent. ... more A new constituent, aloeresin H (1), was isolated from Cape aloe, a bittering and laxative agent. Its structure was elucidated by degradation experiments combined with 1D and 2D NMR data. Aloeresin H represents the first C,C-diglucoside discovered in commercial samples of the drug and its polyketide origin can be interpreted in terms of two-chain condensation. Possible conformations of the virtual aglycone were obtained as energy minima by quantum mechanical calculations and were found to be consistent with particular NOE associations observed in the original glucoside. q : S 0 0 4 0 -4 0 2 0 ( 0 2 ) 0 1 4 8 8 -6
Tetrahedron, 1997
13-Alkoxycarbonyl-~-enaminoketoesters la,b react with hydrazines to give pyrazole orthodicarboxyl... more 13-Alkoxycarbonyl-~-enaminoketoesters la,b react with hydrazines to give pyrazole orthodicarboxylic acid derivatives 3, 4 and 5. Similarly la reacts with hydroxylamine to give isoxazole 6 and with amidines and guanidine to give pyrimidine ortho-dicarboxylic acid monoesters 7a-e.
Synthesis, 2000
ABSTRACT 4-Arylchroman-2-ones 3 and 1-arylbenzo[f]chroman-3- ones 6 have been prepared in moderat... more ABSTRACT 4-Arylchroman-2-ones 3 and 1-arylbenzo[f]chroman-3- ones 6 have been prepared in moderate to good yields by reaction of dihydric or trihydric phenols with p-substituted N-cinnamoylazoles in dichloromethane under reflux in the presence of DBU.
Social Policy and Society, 2009
Social Policy & Society 8:4, 555–556 C o Cambridge University Press 2009 doi:10.1017/S1474746... more Social Policy & Society 8:4, 555–556 C o Cambridge University Press 2009 doi:10.1017/S1474746409990133 ... Sinem Adar Judith Allsop Isobel Anderson Margaret Arnott Kate Baxter Saul Becker Christine Bellamy Fran Bennett Fiona Beveridge Derek Birrell Hugh Bochel Ric Bowl Sarah Bradshaw Jonathan Bradshaw Evelyn Brodkin Alexy Buck Tania Burchardt Kevin Caraher Mick Carpenter Joyce Cavaye Raymond Chan Harriet Churchill Karen Clarke David Coady Ian Cole Marion Cortina Borja Gary Craig Siobhan Daly Joyce Dargay Jacqueline Davidson Alan Deacon ...
ChemInform, 2003
ABSTRACT For Abstract see ChemInform Abstract in Full Text.
ChemInform, 2005
ABSTRACT TiCl4-mediated nucleophilic ring-opening reactions of chiral acetals derived from (2S,3S... more ABSTRACT TiCl4-mediated nucleophilic ring-opening reactions of chiral acetals derived from (2S,3S)-1,1,1-trifluorobutane-2,3-diol proceed in a completely regioselective manner, leading to the break of the O1-C2 bond accompanied by a high degree of stereoselectivity. The use of triethylsilyl deuteride or allyltributyltin as nucleophiles gives access, after removal of the chiral auxiliary, to stereoselectively deuterated primary alcohols or homoallylic secondary alcohols, respectively, with high enantiomeric excesses.
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform, 2003
-5-trifluoromethyl-1,3-dioxolanes. -(MORELLI, C. F.; FORNILI, A.; SIRONI, M.; DURI, L.; SPERANZA,... more -5-trifluoromethyl-1,3-dioxolanes. -(MORELLI, C. F.; FORNILI, A.; SIRONI, M.; DURI, L.; SPERANZA, G.; MANITTOA*, P.; Tetrahedron: Asymmetry 13 (2002) 23, 2609-2618; Dip. Chim. Org. Ind., Univ. Stud. Milano, CNR, I-20133 Milano, Italy; Eng.) -Nuesgen 15-042
ChemInform, 1996
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
RSC Adv., 2014
In this paper a series of 2-iminomethoxyethyl mannose-based mono-and disaccharides have been synt... more In this paper a series of 2-iminomethoxyethyl mannose-based mono-and disaccharides have been synthesized by a chemoenzymatic approach and used in coupling reactions with 3-amino groups of lysine residues in a model protein (ribonuclease A, RNase A) to give semisynthetic neoglycoconjugates. In order to study the influence of structure of the glycans on the conjugation outcomes, an accurate characterization of the prepared neoglycoproteins was performed by a combination of ESI-MS and LC-MS analytical methods. The analyses of the chymotryptic digests of the all neoglycoconjugates revealed six Lys-glycosylation sites with a the following order of lysine reactivity: Lys 1 [ Lys 91 y Lys 31 > Lys 61 y Lys 66. A computational analysis of the reactivity of each lysine residue has been also carried out considering several parameters (amino acids surface exposure and pK a , protein flexibility). The in silico evaluation seems to confirm the order in lysine reactivity resulting from proteomic analysis.
ChemInform, 1996
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Tetrahedron: Asymmetry, 2009
... Recently, we found that the hydrolysis of racemic 2-tetralyl butyrate rac-1a catalyzed by Rhi... more ... Recently, we found that the hydrolysis of racemic 2-tetralyl butyrate rac-1a catalyzed by Rhizomucor miehei lipase (RML) immobilized on octyl agarose affords (R)-alcohol (R)-2a with high enantiomeric excess as determined by MTPA ester method. 22. ...
Tetrahedron: Asymmetry, 2009
(1R)-1-Deuterated alcohols with high enantiomeric excess were prepared via TiCl4/Et3SiD reduction... more (1R)-1-Deuterated alcohols with high enantiomeric excess were prepared via TiCl4/Et3SiD reduction of acetals arising from the reaction of aldehydes with (1S,2S)-3,3,3-trifluoro-1-phenylpropane-1,2-diol 9. Such a chiral auxiliary was synthesized in an enantiomerically pure form starting from l-mandelic acid. Due to its benzylic nature, it was easily removed from the reaction product of the reductive 1,3-dioxolane ring-cleavage to afford the desired α-deuterated
Tetrahedron: Asymmetry, 2002
-5-trifluoromethyl-1,3-dioxolanes. -(MORELLI, C. F.; FORNILI, A.; SIRONI, M.; DURI, L.; SPERANZA,... more -5-trifluoromethyl-1,3-dioxolanes. -(MORELLI, C. F.; FORNILI, A.; SIRONI, M.; DURI, L.; SPERANZA, G.; MANITTOA*, P.; Tetrahedron: Asymmetry 13 (2002) 23, 2609-2618; Dip. Chim. Org. Ind., Univ. Stud. Milano, CNR, I-20133 Milano, Italy; Eng.) -Nuesgen 15-042
Tetrahedron Letters, 2005
The Cl 2 AlH-mediated ring-opening of 2-substituted cis-4-methyl-5-trifluoromethyl-1,3-dioxolanes... more The Cl 2 AlH-mediated ring-opening of 2-substituted cis-4-methyl-5-trifluoromethyl-1,3-dioxolanes was found to occur with regioselective cleavage of the O1-C2 bond by attack of the aluminum hydride from the direction anti to the departing oxygen. This stereochemical outcome, which appears to be unprecedented in the reductive cleavage of chiral acetals by aluminum reagents, is interpreted on the basis of theoretical calculations.
Tetrahedron Letters, 1998
Tetrahedron, 2003
A new constituent, aloeresin H (1), was isolated from Cape aloe, a bittering and laxative agent. ... more A new constituent, aloeresin H (1), was isolated from Cape aloe, a bittering and laxative agent. Its structure was elucidated by degradation experiments combined with 1D and 2D NMR data. Aloeresin H represents the first C,C-diglucoside discovered in commercial samples of the drug and its polyketide origin can be interpreted in terms of two-chain condensation. Possible conformations of the virtual aglycone were obtained as energy minima by quantum mechanical calculations and were found to be consistent with particular NOE associations observed in the original glucoside. q : S 0 0 4 0 -4 0 2 0 ( 0 2 ) 0 1 4 8 8 -6
Tetrahedron, 1997
13-Alkoxycarbonyl-~-enaminoketoesters la,b react with hydrazines to give pyrazole orthodicarboxyl... more 13-Alkoxycarbonyl-~-enaminoketoesters la,b react with hydrazines to give pyrazole orthodicarboxylic acid derivatives 3, 4 and 5. Similarly la reacts with hydroxylamine to give isoxazole 6 and with amidines and guanidine to give pyrimidine ortho-dicarboxylic acid monoesters 7a-e.
Synthesis, 2000
ABSTRACT 4-Arylchroman-2-ones 3 and 1-arylbenzo[f]chroman-3- ones 6 have been prepared in moderat... more ABSTRACT 4-Arylchroman-2-ones 3 and 1-arylbenzo[f]chroman-3- ones 6 have been prepared in moderate to good yields by reaction of dihydric or trihydric phenols with p-substituted N-cinnamoylazoles in dichloromethane under reflux in the presence of DBU.
Social Policy and Society, 2009
Social Policy & Society 8:4, 555–556 C o Cambridge University Press 2009 doi:10.1017/S1474746... more Social Policy & Society 8:4, 555–556 C o Cambridge University Press 2009 doi:10.1017/S1474746409990133 ... Sinem Adar Judith Allsop Isobel Anderson Margaret Arnott Kate Baxter Saul Becker Christine Bellamy Fran Bennett Fiona Beveridge Derek Birrell Hugh Bochel Ric Bowl Sarah Bradshaw Jonathan Bradshaw Evelyn Brodkin Alexy Buck Tania Burchardt Kevin Caraher Mick Carpenter Joyce Cavaye Raymond Chan Harriet Churchill Karen Clarke David Coady Ian Cole Marion Cortina Borja Gary Craig Siobhan Daly Joyce Dargay Jacqueline Davidson Alan Deacon ...