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Organocatalytic Enantioselective Vinylcyclopropane-Cyclopentene (VCP-CP) Rearrangement
(Wiley, 2023-05)
We have demonstrated that the catalytic and enantioselective vinylcyclopropane-cyclopentene rearrangement can be carried out on (vinylcyclopropyl)acetaldehydes through activation via enamine intermediates. The reaction ...
Asymmetric Dual Enamine Catalysis/Hydrogen Bonding Activation
(MDPI, 2023-07-11)
Asymmetric enamine base activation of carbonyl compounds is a well-known and widely used strategy for providing functionalization of organic compounds in an efficient way. The use of solely organic substances, which in ...
Organocatalytic Transannular Approach to Stereodefined Bicyclo[3.1.0]hexanes
(American Chemical Society, 2018-03-12)
A diastereodivergent approach to highly substituted bicyclo[3.1.0]hexanes has been developed through a transannular alkylation reaction that builds up the bicyclic core employing asymmetric organocatalysis as the tool for ...
Kinetic Resolution in Transannular Morita-Baylis-Hillman Reaction: An Approximation to the Synthesis of Sesquiterpenes from Guaiane Family
(MDPI, 2022-01-08)
An approximation to the synthesis of several sesquiterpenes from the Guaiane family is described in which the core structure was obtained through a transannular Morita-Baylis-Hillman reaction performed under kinetic ...
Desymmetrization of Oxabenzonorbornadienes through Brønsted Acid-Catalyzed Enantioselective (3+2) Cycloaddition with Hydrazones
(Wiley, 2023-07)
This work presents the desymmetrization of oxabenzonorbornadienes through the (3+2) cycloaddition reaction with hydrazones using a chiral Brønsted acid such as a BINOL-derived phosphoramide. This chiral acid catalyst appears ...
Recent Advances in the Prins Reaction
(American Chemical Society, 2022-08)
The Prins reaction is a very convenient synthetic platform for the preparation of oxygen-containing heterocyclic compounds, especially tetrahydropyrans and tetrahydrofurans. While this reaction has been extensively used ...
Transannular Approach to 2,3-Dihydropyrrolo[1,2‑b]isoquinolin- 5(1H)‑ones through Brønsted Acid-Catalyzed Amidohalogenation
(ACS. American Chemical Society, 2022-07-26)
A transannular approach has been developed for the construction of pyrrolo[1,2-b]isoquinolinones starting from benzofused nine-membered enelactams. This process takes place in the presence of a halogenating agent and under ...
Enantioselective construction of the 8-azabicyclo[3.2.1]octane scaffold: application in the synthesis of tropane alkaloids
(Royal Society of Chemistry, 2021-03-15)
The 8-azabicyclo[3.2.1]octane scaffold is the central core of the family of tropane alkaloids, which display a wide array of interesting biological activities. As a consequence, research directed towards the preparation ...
Carboxylates as Nucleophiles in the Enantioselective Ring-Opening of Formylcyclopropanes under IminiumIon Catalysis
(Wiley-VCH, 2018-04-12)
In this work, carboxylic acids, which are typically regarded as poor nucleophiles, are demonstrated to be competent reagents to promote the ring-opening of formylcyclopropanes after activation of the latter through iminium ...
An Approach to the Synthesis of a Hepatitis C Virus Inhibitor through a Proline-Catalyzed 1,3-Dipolar Cycloaddition Using Acrolein
(Thieme, 2021-09-06)
An efficient and easy protocol for performing 1,3-dipolar cycloaddition using azomethine ylides and acrolein is presented. The reaction catalyzed by d-proline allows the synthesis of C-3 unsubstituted pyrrolidines. The ...