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2019

Central-to-Axial Chirality Conversion Approach Designed on Organocatalytic Enantioselective Povarov Cycloadditions: First Access to Configurationally Stable Indole–Quinoline Atropisomers

Central-to-Axial Chirality Conversion Approach Designed on Organocatalytic Enantioselective Povarov Cycloadditions: First Access to Configurationally Stable Indole–Quinoline Atropisomers

G. D. Bisag, D.Pecorari, A. Mazzanti, L. Bernardi, M. Fochi, G. Bencivenni, G. Bertuzzi, and V. Corti

Chem. Eur. J. 2019, 25, 15694 – 15701

 https://doi.org/10.1002/chem.201904213

Axial Chirality at the Boron−Carbon Bond: Synthesis, Stereodynamic Analysis, and Atropisomeric Resolution of 6‑Aryl-5,6- dihydrodibenzo[c,e][1,2]azaborinines

Axial Chirality at the Boron−Carbon Bond: Synthesis, Stereodynamic Analysis, and Atropisomeric Resolution of 6‑Aryl-5,6- dihydrodibenzo[c,e][1,2]azaborinines

A. Mazzanti, M. Boffa, E. Marotta, M. Mancinelli

J. Org. Chem. 2019, 84, 12253−12258

https://doi.org/10.1021/acs.joc.9b01550

Cover: Τhe background of the cover shows the Romanesque Basilica of San Luca, which looks after the City of Bologna and its University. The form resembles the activation energy between two atropisomers. The dynamic properties of the boron–carbon stereogenic axis have been investigated  in detail by different techniques such as dynamic NMR, dynamic HPLC, and racemization kinetics of atropisomers, yielding steric rotational barriers much lower than that of the "standard" carbon–carbon stereogenic axes. Absolute configuration was assigned with ECD to stable atropisomers.

Rotation Barriers of 1‐Adamantyl‐Csp3 Bonds Measured with Dynamic NMR.

Rotation Barriers of 1-Adamantyl-Csp3 Bonds Measured with Dynamic NMR

A. Mazzanti, A. Drakopoulos, T. Christina, A. Kolocouris

ChemistrySelect 2019, 4, 7645-7648

https://doi.org/10.1002/slct.201901042

Enantioselective Desymmetrization of 1,4-Dihydropyridines by Oxidative NHC Catalysis.

Enantioselective Desymmetrization of 1,4-Dihydropyridines by Oxidative NHC Catalysis

G. Di Carmine, D.Ragno, A.Brandolese, O.Bortolini, D.Pecorari, F.Sabuzi, A.Mazzanti, A.Massi

Chemistry Eur. J. 201925, 7469-7474

 https://doi.org/10.1002/chem.201901243

Direct Access to Alkylideneoxindoles via Axially Enantioselective Knoevenagel Condensation

Direct Access to Alkylideneoxindoles via Axially Enantioselective Knoevenagel Condensation

S. Crotti, N. Di Iorio, C. Artusi, A. Mazzanti, P. Righi, G. Bencivenni

Org. Lett. 201921, 3013-3017

https://doi.org/10.1021/acs.orglett.9b00505

Conformational and Stereodynamic Behavior of Five- to Seven-Membered 1-Aryl-2-iminoazacycloalkanes.

Conformational and Stereodynamic Behavior of Five- to Seven-Membered 1-Aryl-2-iminoazacycloalkanes.

J.E.Diaz, A.mazzanti, L.R.Orelli, M.Mancinelli

ACS Omega 20194, 4712-4720

https://doi.org/10.1021/acsomega.9b00192

Asymmetric Synthesis of Pyrazolone Fused Spirocyclohexeneimines via a Vinylogous Michael/Cyclization Cascade Reaction

Asymmetric Synthesis of Pyrazolone Fused Spirocyclohexeneimines via a Vinylogous Michael/Cyclization Cascade Reaction

S.Meninno, A.Mazzanti, A.Lattanzi

Adv. Synth. Cat. 2019361, 79-84

 https://doi.org/10.1002/adsc.201801337

Deuterium Incorporation Protects Cells from Oxidative Damage

Deuterium Incorporation Protects Cells from Oxidative Damage

P. Sestili, M. Brigotti, C. Calcabrini, E. Turrini, V. Arfilli, D. Carnicelli, M. Lucarini, A. Mazzanti, A. Milelli, V. Righi, C. Fimognari

Oxidative Medicine and Cellular Longevity  2019, 1-13

https://doi.org/10.1155/2019/6528106

Predictive chirality sensing via Schiff base formation.

Predictive chirality sensing via Schiff base formation

S. L. Pilicer, M. Mancinelli, A. Mazzanti and C. Wolf

Org. Biomol. Chem., 2019, 17, 6699

https://doi.org/10.1039/C9OB01265F

Determination of the absolute configuration of conformationally flexible molecules by simulation of chiro-optical spectra: a case study.

Determination of the absolute configuration of conformationally flexible molecules by simulation of chiro-optical spectra: a case study

Michele Mancinelli,  Roberta Franzini,  Andrea Renzetti, Emanuela Marotta,  Claudio Villani and Andrea Mazzanti

RSC Adv., 2019, 9, 18165–18175

https://doi.org/10.1039/C9RA03526E

Nitrobutadienes as powerful benzannulating agents: Anunprecedented easy access to rare nitroindoles

Nitrobutadienes as powerful benzannulating agents: Anunprecedented easy access to rare nitroindoles

A. Pagano, M. Mancinelli, L. Bianchi, G. Giorgi, M. Maccagno, G. Petrillo, C. Tavani

Tetrahedron 2019, 75, 4506-4515

https://doi.org/10.1016/j.tet.2019.06.038

Metal and Oxidant-Free Brønsted Acid-Mediated Cascade Reaction to Substituted Benzofurans

Metal and Oxidant-Free Brønsted Acid-Mediated Cascade Reaction to Substituted Benzofurans

G. Mari, C. Ciccolini, L. De Crescentini, G. Favi, S. Santeusanio, M. Mancinelli, F. Mantellini

J. Org. Chem. 2019, 84, 10814−10824

https://doi.org/10.1021/acs.joc.9b01363

Adsorption of a Chiral Amine on Alginate Gel Beads and Evaluation of its Efficiency as Heterogeneous Enantioselective Catalyst

Adsorption of a Chiral Amine on Alginate Gel Beads and Evaluation of its Efficiency as Heterogeneous Enantioselective Catalyst

Daniel Antonio Aguilera, Lisa Spinozzi Di Sante, Asja Pettignano, Riccardo Riccioli, Joël Roeske, Luce Albergati, Vasco Corti, Mariafrancesca Fochi, Luca Bernardi, Françoise Quignard, and Nathalie Tanchoux

Eur. J. Org. Chem. 2019, 3842–3849

https://doi.org/10.1002/ejoc.201900247

Organocatalytic Desymmetrization Reactions for the Synthesis of Axially Chiral Compounds

Organocatalytic Desymmetrization Reactions for the Synthesis of Axially Chiral Compounds

Nicola Di Iorio, Simone Crotti, Giorgio Bencivenni*

Chem. Rec. 2019, 19, 2095–2104

https://doi.org/10.1002/tcr.201800194