[reaction: see text] Transformation of enantiopure (2R,1'S)-2-(1-aminoalkyl)epoxides 1 into the corresponding allylamines 2 is described. The opening of the epoxide ring with different organolithium compounds takes place with total selectivity and in high yields.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/ol0529602 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Enhanced Circularly Polarized Green Luminescence Metrics from New Enantiopure Binary -Pyrazolonate-Tb Complexes.
Molecules
December 2024
Xi'an Key Laboratory of Advanced Photo-Electronics Materials and Energy Conversion Device, Technological Institute of Materials & Energy Science (TIMES), Xijing University, Xi'an 710123, China.
Achieving superior circularly polarized luminescence brightness () is an important subject and continuous challenge for chiroptical materials. Herein, by applying a binary molecular design for the synthesis of chiral organo-Tb molecules, a novel pair of mononuclear chiral -pyrazolate-Tb enantiomers, [Tb(PMIP)(,-Ph-PyBox)] () and [Tb(PMIP)(,-Ph-PyBox)] (), have been synthesized and characterized. The three 1-phenyl-3-methyl-4-(isobutyryl)-5-pyrazolone () ligands play the role of efficient luminescence sensitizers and strong light-harvesting antennas, while the enantiopure 2,6-bis(4-phenyl-2-oxazolin-2-yl) pyridine ligand (/) is employed as the strong point-chiral inducer.
View Article and Find Full Text PDFSpontaneous Resolution of the Fe(CO) Anion and Inclusion of Chiral Guest Molecules in BEDT-TTF Radical-Cation Salts.
Inorg Chem
January 2025
School of Science and Technology, Nottingham Trent University, Nottingham, Clifton Lane NG11 8NS, U.K.
We report the synthesis of three radical-cation salts of BEDT-TTF from racemic tris(oxalato)ferrate by electrocrystallization in the presence of chiral molecules. In the presence of enantiopure l-(+)-tartaric acid, we observe spontaneous resolution of the labile tris(oxalato)ferrate anion to produce the chiral radical-cation salt α-(BEDT-TTF)[Δ-Fe(CO)].[l-(+)-tartaric acid] which contains only the Δ enantiomer of Fe(CO).
View Article and Find Full Text PDFStereoselective amino alcohol synthesis via chemoselective electrocatalytic radical cross-couplings.
Nat Chem
January 2025
Department of Chemistry, Scripps Research, La Jolla, CA, USA.
Amino alcohols are vital in natural products, pharmaceuticals and agrochemicals, and as key building blocks for various applications. Traditional synthesis methods often rely on polar bond retrosynthetic analysis, requiring extensive protecting group manipulations that complicate direct access. Here we show a streamlined approach using a serine-derived chiral carboxylic acid in stereoselective electrocatalytic decarboxylative transformations, enabling efficient access to enantiopure amino alcohols.
View Article and Find Full Text PDFNovel enantiopure δ-thiolactones: synthesis, structural characterization, and reactivity studies.
RSC Adv
December 2024
Departamento de Química Orgánica, Laboratorio de Química Farmacéutica, Facultad de Quimica, Universidad de la República Gral Flores 2124 Montevideo 11800 Uruguay
A new series of chiral δ-thiolactone derivatives have been prepared. These compounds exemplify the acetalic N-C-S reversibility of fused thiazolidines toward the thermodynamic product. The stereochemistry of the synthesized compounds was elucidated using X-ray crystallography, NOESY spectroscopy, and DFT calculations.
View Article and Find Full Text PDFCatalyst Improved Stereoselectivity and Regioselectivity Control to Access Completely Alternating Poly(lactic-co-glycolic acid) with Enhanced Properties.
Angew Chem Int Ed Engl
December 2024
Qingdao Institute of BioEnergy and Bioprocess Technology Chinese Academy of Sciences, Bio-based Materials, Songling Road 189., 266101, Qingdao, CHINA.
The poly(lactic-co-glycolic acid) (PLGA) with completely alternating sequence has attracted growing attention as an ideal candidate in controlled drug delivery. However, the approach to completely alternating PLGA remains a challenge. Herein, we report the successful synthesis of completely alternating PLGA via highly regioselective and stereoselective ring-opening polymerization.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!