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Now showing items 11-20 of 24
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 ...
Enantioselective Synthesis of Tropanes: Brønsted Acid Catalyzed Pseudotransannular Desymmetrization
(Wiley-VCH, 2020-02-10)
The enantioselective synthesis of tropanols has been accomplished through chiral phosphoric acid catalyzed pseudotransannular ring opening of 1-aminocyclohept-4-ene-derived epoxides. The reaction proceeds together with the ...
Catalytic enantioselective domino Michael/transannular aldol reaction under bifunctional catalysis
(Royal Society of Chemistry, 2020-09-28)
The enantioselective Michael reaction catalyzed by a bifunctional tertiary amine/squaramide has been used to trigger a Michael/transannular aldol cascade process that leads to densely substituted bicyclo[5.4.0]undecanes ...
Recent Developments in Transannular Reactions
(Thieme, 2022-07-21)
Transannular reactions have shown a remarkable performance for the construction of polycyclic scaffolds from medium- or large-sized cyclic molecules in an unconventional manner. Recent examples of transannular reactions ...
Catalytic Enantioselective Cloke–Wilson Rearrangement
(Wiley-VCH, 2018-05-09)
Racemic cyclopropyl ketones undergo enantioselective rearrangement to deliver the corresponding dihydrofurans in the presence of a chiral phosphoric acid as the catalyst. The reaction involves activation of the donor-acceptor ...
γ-Substituted Allenic Amides in the Phosphine-Catalyzed Enantioselective Higher Order Cycloaddition with Azaheptafulvenes
(American Chemical Society, 2020-05-28)
Racemic γ-substituted allenes undergo enantioselective higher order [8 + 2]-cycloaddition with azaheptafulvenes using a chiral amino acid derived amidophosphine as catalyst, providing the corresponding azaazulenoid ...
Catalytic Enantioselective Transannular Morita–Baylis–Hillman Reaction
(American Chemical Society, 2019)
Catalytic and enantioselective approaches to transannular reactions are very limited and mostly are based on chiral Lewis acid catalyzed pericyclic reactions. In this report, we present an efficient and straightforward ...
Ion-pairing catalysis in the enantioselective addition of hydrazones to N-acyldihydropyrrole derivatives
(Royal Society of Chemistry, 2018-07-16)
We have demonstrated that dihydropyrrole-based enamide derivatives can act as efficient precursors of chiral quaternary N-acyliminium salts under Brønsted acid catalysis that undergo reactions with hydrazones, the latter ...