Optically active aminonaphthols derivatives are obtained by condensation of 2-naphthol, substituted benzaldehyde, and (S)-methylbenzylamine under mild conditions, without side products. Their absolute configurations are determined by X-ray crystallographic analysis. The addition of diethylzinc to aromatic aldehydes is considerably accelerated by the presence of a catalytic amount of crystalline to give, after hydrolysis, the corresponding 1-phenylpropanol in good enantiomeric purity, as determined by CD-HPLC analysis as HTPS (high-throughput screening).
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http://dx.doi.org/10.1002/chir.20183 | DOI Listing |
Int J Mol Sci
May 2024
Faculty of Chemistry, University of Warsaw, L. Pasteura 1, 02-093 Warsaw, Poland.
A series of novel thio-derivatives of d-glucosamine has been synthesized using double inversion procedures at the C3 atom. New compounds were applied as ligands for the diethylzinc addition to benzaldehyde and the products of the addition were obtained with a low to good enantiomeric ratio. The direction and the level of the asymmetric induction were highly dependent on the type of protecting groups on the nitrogen and sulfur atoms.
View Article and Find Full Text PDFInt J Mol Sci
April 2024
Institute of Pharmaceutical Chemistry, Interdisciplinary Excellence Center, University of Szeged, Eötvös utca 6, H-6720 Szeged, Hungary.
A library of regioisomeric monoterpene-based aminodiols was synthesised and applied as chiral catalysts in the addition of diethylzinc to benzaldehyde. The synthesis of the first type of aminodiols was achieved starting from (-)-8,9-dihydroperillaldehyde via reductive amination, followed by Boc protection and dihydroxylation with the OsO/NMO system. Separation of formed stereoisomers resulted in a library of aminodiol diastereoisomers.
View Article and Find Full Text PDFNanotechnology
April 2024
Guangzhou Special Pressure Equipment Inspection and Research Institute; National Graphene Product Quality Supervision and Inspection Center, Guangzhou, Guangdong 510700, People's Republic of China.
Conjugated polymer-based organic/inorganic hybrid materials become the current research frontier and show great potential to integrate flexible polymers and rigid solid materials, which have been widely used in the field of various flexible electronics and optical devices. In this study, based on the multiple vapor phase infiltration (VPI) process, various precursor molecules (diethylzinc DEZ, trimethylaluminum TMA, HO) are applied for themodification of PBTTT-C14 films. The conductivity of the PBTTT-C14/AlO:ZnO (AZO) film is significantly enhanced, and the maximum value of conductivity is 1.
View Article and Find Full Text PDFOrg Biomol Chem
November 2023
Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Tokyo 184-8588, Japan.
Polysubstituted furans were synthesized in one-pot through the EtZn-mediated coupling reaction between dibromoketones and monobromo carbonyl compounds and the subsequent β-elimination with bromoacetyl bromide. Polysubstituted pyrroles were also prepared in one-pot by addition of primary amines after the coupling reaction.
View Article and Find Full Text PDFSmall
September 2023
Friedrich-Alexander-Universität Erlangen-Nürnberg, Chemistry of Thin Film Materials, IZNF, Cauerstraße 3, 91058, Erlangen, Germany.
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