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Selective Pd(II)-catalyzed Acylation of Pyrrole with Aldehydes. Application to the Synthesis of Celastramycin analogues and Tolmetin
(Wiley-VCH, 2020-04-27)
The Pd(II)-catalyzed C-2 acylation of pyrrole with aldehydes in the presence of TBHP as oxidant has been studied for the synthesis of di(hetero)aryl ketones. The use of 2-pyrimidine as directing group leads to 2-acylpyrroles ...
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 ...
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 ...
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 ...
Cp*Co(III)-Catalyzed C−H Hydroarylation of Alkynes and Alkenes and Beyond: A Versatile Synthetic Tool
(ACS, 2020-09-15)
The use of earth-abundant first-row transition
metals, such as cobalt, in C−H activation reactions for the
construction and functionalization of a wide variety of structures
has become a central topic in synthetic ...
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 ...
Phenolic Activation in Chiral Brønsted Acid-Catalyzed Intramolecular α‑Amidoalkylation Reactions for the Synthesis of Fused Isoquinolines
(ACS, 2017-06-16)
An organolithium addition−intramolecular α-
amidoalkylation sequence on N-phenethylimides has been
developed for the synthesis of fused tetrahydroisoquinoline
systems using 1,1′-bi-2-naphthol (binol)-derived Brønsted
acids. ...