Synthesis, resolution, and absolute configuration determination of a vicinal amino alcohol with axial chirality. Application to the synthesis of new box and pybox ligands
Sign Up to like & getrecommendations! Published in 2022 at "Chirality"
DOI: 10.1002/chir.23475
Abstract: Abstract New racemic vicinal amino alcohol derivatives with 4‐benzylidenecyclohexane skeleton and axial chirality have been prepared. A preparatively easy and efficient protocol for resolution of the N‐benzoylamino alcohol is described. Using a 250 × 20 mm (L × ID) Chiralpak®… read more here.
Keywords: alcohol; axial chirality; vicinal amino; amino alcohol ... See more keywords
Organocatalytic Atroposelective Synthesis of Indole Derivatives Bearing Axial Chirality: Strategies and Applications.
Sign Up to like & getrecommendations! Published in 2022 at "Accounts of chemical research"
DOI: 10.1021/acs.accounts.2c00465
Abstract: ConspectusCatalytic atroposelective syntheses of axially chiral compounds have stimulated extensive interest in multiple communities, such as synthetic chemistry, biochemistry, and materials science, because of the intriguing characteristics of atropisomerism. In particular, atropisomeric indole derivatives, which… read more here.
Keywords: chemistry; indole derivatives; indole; axial chirality ... See more keywords
Construction of Axial Chirality and Silicon-Stereogenic Center via Rh-Catalyzed Asymmetric Ring-Opening of Silafluorenes.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c00935
Abstract: A rhodium-catalyzed enantioselective ring-opening/acylation of silafluorenes is reported. The newly developed bulky phosphoramidite ligand, in combination with methanol as the additive, enabled the reaction to create one axial chirality and one silicon-stereogenic center in a… read more here.
Keywords: axial chirality; ring opening; stereogenic center; silicon stereogenic ... See more keywords
A Central-to-Axial Chirality Conversion Strategy for the Synthesis of C-N Axially Chiral N-Arylpyrroles.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00753
Abstract: We present a central-to-axial chirality conversion strategy for the construction of C-N axially chiral N-arylpyrroles via a gold(I)-catalyzed 5-endo-dig cyclization/dehydration cascade from amino acid derivatives. The reaction exhibits high efficiency on the central-to-axial chirality conversion.… read more here.
Keywords: axial chirality; conversion strategy; chirality conversion; central axial ... See more keywords
N-Heterocyclic Carbene-Catalyzed Atroposelective Synthesis of Pyrrolo[3,4-b]pyridines with Configurationally Stable C-N Axial Chirality.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01519
Abstract: The first atroposelective synthesis of pyrrolo[3,4-b]pyridines catalyzed by N-heterocyclic carbene has been achieved. A wide range of chiral atropisomers of pyrrolo[3,4-b]pyridines were obtained in high yields with excellent enantioselectivities (96-99% enantiomeric excess). The experimental results… read more here.
Keywords: pyrrolo pyridines; axial chirality; synthesis pyrrolo; atroposelective synthesis ... See more keywords
Atropisomeric Phosphine Ligands Bearing C-N Axial Chirality: Applications in Enantioselective Suzuki-Miyaura Cross-Coupling Towards the Assembly of Tetra-ortho-Substituted Biaryls.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c06240
Abstract: Biaryl phosphines bearing C(Ar)-C(Ar) axial chirality are commonly known and have been successfully applied in many asymmetric catalyses. Nevertheless, the development of a chiral ligand having an axially chiral C(Ar)-N backbone remains elusive due to… read more here.
Keywords: enantioselective suzuki; bearing axial; applications enantioselective; chirality applications ... See more keywords
The axial chirality hidden in vitamin D and its application in cocrystal prediction
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DOI: 10.1039/d0ce00229a
Abstract: The axial chirality of the non-planar conjugated triene in vitamin D3 was uncovered for the first time. An ECD titration method was used not only for conformational analysis of vitamin D but also for sensitive… read more here.
Keywords: axial chirality; application cocrystal; vitamin application; chirality hidden ... See more keywords
An isoindoline bridged [M(η6-arene)2]+ (M = Re, 99mTc) ansa-arenophane and its dinuclear macrocycles with axial chirality.
Sign Up to like & getrecommendations! Published in 2022 at "Dalton transactions"
DOI: 10.1039/d2dt00743f
Abstract: This work presents a straightforward method for the preparation of an isoindoline bridged [M(arene)2]+ (M = Re, 99mTc) ansa-[3]arenophane. This intramolecular formation of an ansa-complex is accompanied by the intermolecular formation of a pair of… read more here.
Keywords: 99mtc ansa; isoindoline bridged; arene 99mtc; ansa arenophane ... See more keywords
Central-to-Helical-to-Axial Chirality Transfer in Chiroptical Sensing with Ferrocene Chromophore
Sign Up to like & getrecommendations! Published in 2023 at "Inorganics"
DOI: 10.3390/inorganics11060225
Abstract: The effect of attaching the achiral, cyclic 1-aminocyclohexanecarboxylic acid (Ac6c) directly to the aminoferrocene unit (Ac6c−NH−Fc) appears to be a promising route for the development of a new chiroptical sensor based on a ferrocene chromophore.… read more here.
Keywords: central helical; helical axial; chirality transfer; axial chirality ... See more keywords