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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 ...
Favoring Trienamine Activation through Unconjugated Dienals: Organocatalytic Enantioselective Remote Functionalization of Alkenes
(Wiley-VCH, 2014-01-29)
Unconjugated 2,5-dienals are more reactive substrates
than the corresponding fully conjugated a,b,g,dunsaturated
aldehydes towards organocatalytic activation
through trienamine intermediates. This difference in ...
Catalytic Generation of Donor-Acceptor Cyclopropanes under N-Heterocyclic Carbene Activation and their Stereoselective Reaction with Alkylideneoxindoles
(Wiley-VCH, 2017-04-10)
Formylcyclopropanes undergo activation
in the presence of an N-heterocyclic carbene catalyst
generating a donor-acceptor cyclopropane intermediate
with the ability to undergo ring-opening
followed by formal [4+2] ...
Enantioselective Oxidative (4+3) Cycloadditions between Allenamides and Furans through Bifunctional Hydrogen-Bonding/Ion-Pairing Interactions
(Wiley-VCH, 2017-07-03)
BINOL-based N-trifluoromethanesulfonyl phosphoramides
catalyze the enantioselective (4+3) cycloaddition
between furans and oxyallyl cations, the latter being generated
in situ by oxidation of allenamides. The chiral ...