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Probing α‐Amino Aldehydes as Weakly Acidic Pronucleophiles: Direct Access to Quaternary α‐Amino Aldehydes by an Enantioselective Michael Addition Catalyzed by Brønsted Bases
(Wiley, 2020-10-09)
The high tendency of α-amino aldehydes to undergo 1,2-additions and their relatively low stability under basic conditions have largely prevented their use as pronucleophiles in the realm of asymmetric catalysis, particularly ...
Phosphine-catalysed transformations of ortho- and para-quinone methides
(RSC, 2023)
Organocatalytic methodologies for the derivatization of o-QM, p-QM and the analogous aza-QM have been recently developed and involve different catalytic systems such as phosphoric acids, thioureas, squaramides, NHC carbenes ...
Design, synthesis and cytotoxic evaluation of diphenyl(quinolin-8-yl)phosphine oxides
(Elsevier, 2021-04)
A new strategy is reported for the synthesis of quinolinylphosphine oxides via the Povarov reaction between phosphorous aldimines and acetylenes. Moreover, these compounds were studied for in vitro cytotoxicity on a human ...
Synthesis, biological and computational evaluation of novel cyanomethyl vinyl ether derivatives
(Frontiers Media, 2024)
This work explores the biological evaluation of novel cyanomethyl vinyl ether derivatives as antiproliferative agents. Tubulin, crucial to microtubule structure and function, is a target for cancer therapies. In vitro ...
Dehydration of alcohols catalyzed by copper(ii) sulfate: type II dyotropic reactions and stepwise mechanisms
(RSC, 2024)
Dehydration of alcohols in the presence of copper(II) sulfate has been analyzed computationally. Density functional theory (DFT) calculations on selected alcohols indicate that this reaction can take place via two possible ...
Diastereoselective ZnCl2-Mediated Joullié–Ugi Three-Component Reaction for the Preparation of Phosphorylated N-Acylaziridines from 2H-Azirines
(MDPI, 2024-02-27)
We disclose a direct approach to the diastereoselective synthesis of phosphorus substituted N-acylaziridines based on a one-pot ZnCl2-catalyzed Joullié–Ugi three-component reaction of phosphorylated 2H-azirines, carboxylic ...
Extended Enolates: Versatile Intermediates for Asymmetric C-H Functionalization via Noncovalent Catalysis
(Wiley, 2021)
Catalyst-controlled functionalization of unmodified carbonyl compounds is a relevant operation in organic synthesis, especially when high levels of site- and stereo-selectivity can be attained. This objective is now within ...
Rigidified Bis(sulfonyl)ethylenes as Effective Michael Acceptors for Asymmetric Catalysis: Application to the Enantioselective Synthesis of Quaternary Hydantoins
(ACS, 2023-01-11)
The catalytic, enantio- and diastereoselective addition of
hydantoin surrogates II to “rigidified” vinylidene bis(sulfone) reagents is
developed, thus overcoming the inability of commonly employed β-
substituted vinylic ...
Brønsted Base-Catalyzed Enantioselective α-Functionalization of Carbonyl Compounds Involving π-Extended Enolates
(Wiley, 2023-11)
Chiral Brønsted base (BB) catalyzed asymmetric transformations constitute an important tool for synthesis. A meaningful fraction of these transformations proceeds through transiently generated enolate intermediates, which ...
Catalytic Asymmetric α-Functionalization of α-Branched Aldehydes
(MDPI, 2023-03-16)
Aldehydes constitute a main class of organic compounds widely applied in synthesis. As such, catalyst-controlled enantioselective α-functionalization of aldehydes has attracted great interest over the years. In this context, ...