Search Results - "Amarante, Giovanni W"
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Azlactone Reaction Developments
Published in Chemistry : a European journal (18-07-2016)“…Azlactones (also known as oxazolones) are heterocycles usually employed in the stereoselective synthesis of α,α‐amino acids, heterocycles and natural products…”
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Recent Advances in Azlactone Transformations
Published in European journal of organic chemistry (15-09-2019)“…Azlactones, also known as oxazolones, are versatile building blocks in organic synthesis due to the presence of multiple pro‐nucleophilic and electrophilic…”
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Gold(I)-Catalyzed Diastereo- and Enantioselective 1,3-Dipolar Cycloaddition and Mannich Reactions of Azlactones
Published in Journal of the American Chemical Society (16-03-2011)“…Azlactones participate in stereoselective reactions with electron-deficient alkenes and N-sulfonyl aldimines to give products of 1,3-dipolar cycloaddition and…”
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Recent Advances in Asymmetric Counteranion-directed Catalysis (ACDC)
Published in ChemCatChem (01-11-2012)“…As expected, chemists have dedicated efforts in the development of asymmetric catalytic reactions based on lessons from nature. The decisive presence of the…”
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Brønsted Acid Catalyzed Morita-Baylis-Hillman Reaction: A New Mechanistic View for Thioureas Revealed by ESI-MS(/MS) Monitoring and DFT Calculations
Published in Chemistry : a European journal (16-11-2009)“…A Morita–Baylis–Hillman (MBH) reaction catalyzed by thiourea was monitored by ESI‐MS(/MS) and key intermediates were intercepted and characterized. These…”
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Dualistic Nature of the Mechanism of the Morita−Baylis−Hillman Reaction Probed by Electrospray Ionization Mass Spectrometry
Published in Journal of organic chemistry (17-04-2009)“…The Morita−Baylis−Hillman (MBH) reaction allows chemists to form new σ C−C bonds in a single-step straightforward manner and thus to construct densely…”
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Tandem cycloisomerization/Suzuki coupling of arylethynyl MIDA boronates
Published in Tetrahedron (17-06-2011)“…A tandem gold-catalyzed cycloisomerization/Suzuki cross-coupling sequence involving arylethynyl- N-methyliminodiacetic acid boronates is described. Combining…”
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Theoretical Study on the Epimerization of Azlactone Rings: Keto–Enol Tautomerism or Base-Mediated Racemization?
Published in ACS omega (31-03-2018)“…Azlactones are versatile heterocycles employed in a diversity of transformations; the main drawback of these cycles consists in the epimerization of the…”
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A Brønsted base-promoted diastereoselective dimerization of azlactones
Published in Beilstein journal of organic chemistry (13-12-2017)“…A novel Brønsted base system for the diastereoselective dimerization of azlactones using trichloroacetate salts and acetonitrile has been developed. Desired…”
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Brønsted Acid-Catalyzed Epimerization-Free Preparation of Dual-Protected Amino Acid Derivatives
Published in ACS omega (30-06-2017)“…An organocatalytic protocol, employing the commercially available EDC as coupling agent, has been developed for the preparation of dual-protected amino acid…”
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Enhancing Efficiency and Sustainability: Unleashing the Potential of Continuous Flow in Multicomponent Reactions
Published in ChemSusChem (11-10-2024)“…The integration of multicomponent reactions (MCRs), which offer a rapid and efficient approach to synthesize complex molecular scaffolds, with continuous flow…”
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Combined Role of the Asymmetric Counteranion-Directed Catalysis (ACDC) and Ionic Liquid Effect for the Enantioselective Biginelli Multicomponent Reaction
Published in Journal of organic chemistry (05-10-2018)“…This work describes new chiral task-specific ionic liquids bearing chiral anions as the catalysts for the enantioselective multicomponent Biginelli reaction…”
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Recent Developments and Synthetic Applications of Nucleophilic Zirconocene Complexes from Schwartz's Reagent
Published in European journal of organic chemistry (23-09-2018)“…Organozirconium chemistry has been widely employed in organic synthesis since its discovery in the last century. In this context, Schwartz's reagent stands out…”
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Mechanism and Origin of Enantioselectivity in Bifunctional Squaramide‐Catalyzed α‐Thiolation of Azlactones
Published in European journal of organic chemistry (13-06-2022)“…The full mechanism of the asymmetric α‐thiolation of azlactones catalyzed by a cinchona alkaloid‐derived squaramide was carefully investigated through…”
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Electron-Donor–Acceptor Complex-Enabled Flow Methodology for the Hydrotrifluoromethylation of Unsaturated β‑Keto Esters
Published in Organic letters (06-11-2020)“…A novel electron-donor–acceptor (EDA) complex-enabled flow photochemical hydrotrifluoromethylation of unsaturated β-keto esters is described. The developed…”
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Solvent Dependent Competitive Mechanisms for the Ugi Multicomponent Reaction: A Joint Theoretical and Experimental Study in the α‑Acyl Aminocarboxamides vs α‑Amino Amidines Formation
Published in Journal of organic chemistry (19-08-2022)“…A synthetic protocol for the preparation of α-acyl aminocarboxamides and α-amino amidines is proposed. The selectivity toward each of these two possible…”
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An Improved Protocol for the Morita‐Baylis‐Hillman Reaction Allows Unprecedented Broad Synthetic Scope
Published in European journal of organic chemistry (07-03-2022)“…The Morita‐Baylis‐Hillman (MBH) reaction has been stablished as an important C−C bond‐forming transformation between carbonyl‐containing compounds and…”
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Origin of Enantioselectivity in Chiral Phosphoric-Acid-Catalyzed Azlactone Dynamic Kinetic Resolution
Published in Journal of organic chemistry (17-09-2021)“…Theoretical calculations, associated with control experiments, were carried out to gain insights into the mechanism and origin of enantioselectivity in the…”
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Diverse 3‑Methylthio-4-Substituted Maleimides through a Novel Rearrangement Reaction: Synthesis and Selective Cell Imaging
Published in Journal of organic chemistry (04-03-2022)“…A transition metal-free protocol for the preparation of fluorescent and non-fluoresent 3-methylthio-4-arylmaleimides in a single step through a new…”
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Chiral Brønsted Acid-Catalyzed Stereoselective Mannich-Type Reaction of Azlactones with Aldimines
Published in Journal of organic chemistry (02-01-2015)“…A highly diastereo- and enantioselective Mannich-type reaction of azlactones with aldimines catalyzed by a chiral phosphoric acid is described. Only 3 mol %…”
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