Category Ranking
98%
Total Visits
921
Avg Visit Duration
2 minutes
Citations
20
Article Abstract
Crystallization-induced diastereomer transformation (CIDT) represents a highly appealing and convenient synthetic tool. Despite its numerous advantages, it remains rather rarely used due to its uncertain predictability to occur. Herein, we describe CIDT based on aza-Michael reactions of diversely functionalized ( E)-3-acylacrylic acids. This method provides direct access to a broad variety of α-amino acid derivatives in excellent stereochemical purities.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.joc.8b02647 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Approaches to stereoselective 1,1'-glycosylation.
Beilstein J Org Chem
August 2025
Department of Natural Sciences and Sustainable Resources, Institute of Organic Chemistry, BOKU University, 1190 Vienna, Austria.
Nonreducing disaccharides are prevalent in non-mammalian glycans and glycolipids, serving as pivotal structural components in mycobacterial glycans, microbial oligosaccharide and nucleoside antibiotics, as well as biologically active mimetics of bacterial pathogen-associated molecular patterns (PAMPs). As integral components of PAMPs, 1,1'-linked disaccharide-containing biomolecules play important roles in host-pathogen interactions, cellular signaling, and pathogenesis. Accessing complex biomolecules containing nonreducing disaccharides is often hindered by difficulties in isolating them from natural sources, which can result in impure or degraded products, particularly when sensitive functional groups are involved.
View Article and Find Full Text PDFStructural analysis of stereoselective galactose pyruvylation toward the synthesis of bacterial capsular polysaccharides.
Beilstein J Org Chem
August 2025
Institute of Chemistry, Academia Sinica, Taipei 115, Taiwan.
Pyruvate ketal is a biologically essential moiety due to its key role as an intermediate in metabolic pathways, serving as a key precursor for the synthesis of various essential biomolecules in organisms. However, the / stereochemistry of pyruvate ketal is difficult to control through chemical methods. In this study, the acid-labile pyruvate ketal linked to the 4- and 6-positions of galactose was cautiously constructed, and the X-ray analysis of the -configured product was successfully obtained.
View Article and Find Full Text PDFVisible-light-induced stereoselective trifluoromethylselenolation of arylalkenyl iodides with [MeN][SeCF].
Chem Commun (Camb)
September 2025
School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, Wuhan 430070, China.
The photocatalytic stereoselective trifluoromethylselenolation of -arylalkenyl iodides with [MeN][SeCF] is described under different conditions. These reactions enabled the first controllable synthesis of arylalkenyl trifluoromethyl selenoethers in good yields and with high - or -selectivity.
View Article and Find Full Text PDFExploring extreme environments in Türkiye for novel P450s through metagenomic analysis.
PLoS One
September 2025
Department of Molecular Biology and Genetics, Faculty of Science and Letters, Istanbul Technical University, Istanbul, Türkiye.
Cytochrome P450 enzymes (P450s), particularly those of microbial origin, are highly versatile biocatalysts capable of catalyzing a broad range of regio- and stere-oselective reactions. P450s derived from extremophiles are of particular interest due to their potential tolerance to high temperature, salinity, and acidity. This study aimed to identify and classify novel microbial P450 enzymes from extreme environments across Türkiye, including hydrothermal springs, hypersaline lakes, and an acid-mine drainage site.
View Article and Find Full Text PDFLigand-Controlled Stereodivergent Hydroalkynylation of Purine Allenamines to Access Functionalized - and -1,3-Enynes.
Org Lett
September 2025
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Ahmedabad, Gujarat 382355, India.
Herein, we report an easily tunable and regioselective Pd-catalyzed allene-alkyne coupling protocol for the stereodivergent synthesis of - and -1,3-enynes using purine allenamine by a simple switch of ligands P(-tolyl)Ph and Boc-Phe-OH. For the first time, we have explored mono--protected amino acids (MPAAs) as ligands in allene-alkyne coupling to furnish -1,3-enynes selectively. This protocol streamlined the access to chiral 1,3-enynes and addressed the long-standing stereoselectivity challenges associated with 1,3-enynes from allene-alkyne coupling.
View Article and Find Full Text PDF