Abstract We present here a highly efficient NHC‐catalyzed kinetic resolution of wide range 1,1′‐biaryl‐2,2′‐diols and amino alcohols to provide them in uniformly ≥99 % ee . This represents the first enantioselective catalytic acylation axially chiral alcohols. The aldehyde backbone that is incorporated into acyl azolium intermediate was found have significant effect on enantioselectivity process.

We present herein an unprecedented stereoselective synthesis of bridged biaryls with defined axial and central chirality from readily available starting materials. This N-heterocyclic carbene-catalyzed method proceeds through propargylic substitution azolium enolates followed by two-directional cyclization, as supported DFT calculation. A range benzofuran/indole-derived bearing eight-membered lactone are accessed uniformly high stereoselectivity (>98:2 dr, mostly >98% ee).

We present herein an unprecedented stereoselective synthesis of triaryl-2-pyrones with monoaxial or contiguous diaxes from readily available starting materials. This N-heterocyclic carbene catalysis method adopts atroposelective annulation 2-aryketones ynals under oxidative conditions. The includes the construction one two axes in a single operation, achieves step economy, and affords axially chiral moderate to good yields, high excellent enantioselectivities. DFT calculations relative...

Abstract The construction of N–N axially chiral motifs is an important research topic, owing to their wide occurrence in natural products, pharmaceuticals and ligands. One efficient method the atroposelective dihydropyrimidin-4-one formation. We present herein a direct catalytic synthesis atropisomers with simultaneous creation contiguous axial central chirality by oxidative NHC ( N -heterocyclic carbenes) catalyzed (3 + 3) cycloaddition. Using our method, we are able synthesize structurally...

Enantioselective: The first highly enantioselective kinetic resolution of 3-hydroxy-3-substituted oxindoles has been developed through oxidative esterification catalyzed by a N-heterocyclic carbene (see picture). This method uses simple procedure and provides 3-hydroxy-oxindoles with various substituents at the 3-position in excellent enantiopurity. S=selectivity. As service to our authors readers, this journal supporting information supplied authors. Such materials are peer reviewed may be...

The importance of axial chirality in enantioselective synthesis has been widely recognized for decades. practical access to certain structures such as biaryl amino phenols known NOBINs enantiopure form, however, still remains a challenge. In drug delivery, the incorporation axially chiral molecules systematic screening also received great deal interest recent years, which calls innovation and structurally different entities. Herein we present an operationally simple catalytic N-alkylation...

Herein we present a highly efficient N-heterocyclic-carbene (NHC)-catalyzed atroposelective acylation of amino bisphenols to provide access wide range 1,1′-biaryl-2,2′-amino alcohols (NOBIN analogs) in high yield and with uniformly excellent enantioselectivity. This catalytic system is shown proceed through combination desymmetrization secondary kinetic resolution produce the axially chiral products

Abstract Exposing active sites and optimizing their binding strength to reaction intermediates are two essential strategies significantly improve the catalytic performance of 2D materials. However, pursuing an efficient way achieve these goals simultaneously remains a considerable challenge. Here, using PtTe 2 van der Waals material with well‐defined crystal structure atomically thin thickness as model catalyst, it is observed that moderate calcination strategy can promote structural...

Comprehensive Summary We report herein an unprecedented N ‐heterocyclic carbene‐catalyzed formal [3 + 3] annulation of ynals with ‐Ts indolin‐3‐ones under the oxidation condition affording functionalized pyrano[3,2‐ b ]indol‐2‐ones. The alkynyl acylazoliums via combination a carbene in presence oxidate proved to be important intermediates for success this transformation. This method features broad substrate scope and mild conditions, including axially chiral skeletons suitable substitutions.

Abstract We present here a highly efficient NHC‐catalyzed kinetic resolution of wide range 1,1′‐biaryl‐2,2′‐diols and amino alcohols to provide them in uniformly ≥99 % ee . This represents the first enantioselective catalytic acylation axially chiral alcohols. The aldehyde backbone that is incorporated into acyl azolium intermediate was found have significant effect on enantioselectivity process.

Abstract Presented herein is an unprecedented transition‐metal‐free propargylic substitution reaction with either azolium enolates or acyl anions, which are generated from aldehydes under N‐heterocyclic carbene catalysis. This new catalytic activation operates on readily available cyclic carbamates through decarboxylation, and generates reactive allene intermediates that can undergo divergent cyclization pathways to deliver skeletally diverse polycyclic compounds high levels of efficiency...

The ability of carbon dots (CDs) to emit afterglow emission in addition fluorescence response UV-to-visible excitation allows them be a new class luminescent materials. When compared with traditional organic or inorganic materials, CDs have set advantages, including small size, ease synthesis, and absence highly toxic metal ions. In addition, high dependence their color output on temperature, wavelength, aggregation degrees adds remarkable flexibility the creation multimode luminescence...

Enantioselektiv: Die erste hoch enantioselektive kinetische Racematspaltung von 3-Hydroxyoxindolen wurde mittels oxidativer Veresterung in Gegenwart eines N-heterocyclischen Carbens erreicht (siehe Bild). Methode liefert 3-substituierte Oxindole hervorragender Eantiomerenreinheit. S=Selektivität As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed may be re-organized for online delivery, but not...

We report herein an atroposelective N-acylation of sulfonamides using a commercially available isothiourea catalyst, (S)-HBTM, with simple procedure. The N-sulfonyl anilide products can be obtained in good to high enantiopurity, which represents new axially chiral scaffold. application the product as iodine catalyst is also demonstrated for asymmetric α-oxytosylation propiophenone.

We report herein an unprecedented gold and oxidative NHC relay catalysis that enables highly enantioselective cascade annulation between readily available α-amino-ynones with enals. This method utilizes the in situ-generated pyrrolin-4-ones as a novel versatile synthon, which engage α,β-unsaturated acylazolium intermediates generated from enals by to produce pyrrole-fused lactones high yield excellent enantioselectivity. Synthetic utility of lactone products is also demonstrated facile...

The enantioselective and diastereoselective synthesis of atropisomeric hydrazides with defined vicinal central axial chirality via ternary catalysis in a one-pot process is reported.

The in situ-generated pyrrolin-3-ones serve as novel and versatile synthons, being employed intermediates for the efficient production of pyrrole-fused lactones with high yield excellent enantioselectivity. Herein, we introduce emerging rhodium oxidative N-heterocyclic carbene relay catalysis that enables a highly enantioselective cascade annulation between easily available 1,2,3-triazoles enals. In this proof-of-concept study, engage α,β-unsaturated acylazolium generated from enals via catalysis.

Described is an unprecedented NHC-catalyzed (NHC=N-heterocyclic carbene), stereoselective ring opening of epoxy and cyclopropyl enals to deliver valuable compounds bearing multiple stereocenters. A straightforward three-step procedure involving two catalytic enantioselective transformations has been developed leads a regio- stereodivergent synthesis either 1,2-amino alcohols/diamines or 1,4-fluoro alcohols with excellent diastereo- enantiopurity.

Abstract We present herein an unprecedented, efficient and enantioselective synthesis of triarylmethanes 1,1‐diarylalkanes through N‐heterocyclic carbene‐catalyzed acylative desymmetrization bisphenols. This method utilizes readily available substrates, reagents a simple procedure to deliver the valuable products in excellent enantiopurity. DFT calculations reveal that selectivity is governed by C−C bond cleavage step tetrahedral intermediate leading ester product. A transition state model...

Herein, we report microwave-assisted catalytic enantioselective amination of tetralin- and Indane-derived alcohols to produce the corresponding chiral amines that are important structural motifs in numerous biologically active entities. By use an iridium/phosphoric acid cooperative system, a range easily accessible alcohol substrates, as mixture four stereoisomers, can be converted convergent fashion valuable α-branched with good high diastereo- enantioselectivity. Systematic DFT...

We report herein an efficient NHC-catalyzed kinetic resolution of acyclic tertiary propargylic alcohols that provides them in high to excellent enantioselectivity. This is the first example realized by enantioselective acylation. The recovered enantioenriched can be facilely converted into other valuable compounds such as densely functionalized and carbmates yields stereopurity. Density functional theory calculations were performed determine reaction mechanism understand origin enantiodiscrimination.

This study investigates the feasibility and inherent benefits of combining transition-metal- organoasymmetric-catalyzed reactions in one pot. The reported transformation features Au-catalyzed tandem hydration–oxacyclization NHC-catalyzed enantioselective annulation, effectively converting simple skipped diynones, water, enals into highly diastereo- enantioenriched fused heterocycles. Furthermore, chemoselectivity controlled by base is particularly noteworthy, enabling facile access to...