The activity of HBF (aqueous solution) as a catalyst in propargylation reactions is presented. Diverse types of nucleophiles were employed in order to form new C-O, C-N and C-C bonds in technical acetone and in air. Good to excellent yields and good chemoselectivities were obtained using low acid loading (typically 1 mol-%) under simple reaction conditions.
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http://dx.doi.org/10.1002/ejoc.201501249 | DOI Listing |
Structure
January 2025
Department of Chemistry, Emory University, Atlanta, GA 30322, USA. Electronic address:
Thio/selenoimidazole Nπ-methyltransferases are an emerging family of enzymes catalyzing the final step in the production of the S/Se-containing histidine-derived antioxidants ovothiol and ovoselenol. These enzymes, prevalent in prokaryotes, show minimal sequence similarity to other methyltransferases, and the structural determinants of their reactivities remain poorly understood. Herein, we report ligand-bound crystal structures of OvsM from the ovoselenol pathway as well as a member of a previously unknown clade of standalone ovothiol-biosynthetic Nπ-methyltransferases, which we have designated OvoM.
View Article and Find Full Text PDFOrg Lett
January 2025
State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, Gansu 730000, China.
A modular synthesis method for 1,4-diketones has been developed. Utilizing inexpensive carboxylic acid esters as carbonyl sources and tetraborylethane () as a nucleophilic reagent, a one-pot strategy for constructing two C-C bonds was established. Notably, this reaction proceeds without the involvement of transition metals and exhibits excellent functional group compatibility.
View Article and Find Full Text PDFOrg Lett
January 2025
Department of Chemistry, Graduate School of Science, Osaka Metropolitan University, 3-3-138 Sumiyoshi-ku, Osaka 558-8585, Japan.
The asymmetric total synthesis of isolinearol, a -dolastane-type diterpenoid that inhibits byssal thread formation by mussels, has been achieved. In the synthesis, the key features include an intramolecular reductive nucleophilic addition using a low-valence titanium species and the direct installation of a ketone side chain. We evaluated their biological activities using the synthetic samples and found the novel inhibitory molecules with a simplified structure exhibit high inhibitory activities against byssus formation and low toxicities.
View Article and Find Full Text PDFMolecules
January 2025
ICGM, Univ Montpellier, CNRS, ENSCM (Institut Charles Gerhardt Montpellier, Université de Montpellier, Centre National de la Recherche Scientifique, École Nationale Supérieure de Chimie de Montpellier), 1919 Route de Mende, CEDEX 05, 34293 Montpellier, France.
A first -type tricyclic 8-8-8 (three fused-8-membered ring) laddersiloxane functionalized with four azido groups was successfully synthesized through efficient and highly selective hydrosilylation and nucleophilic substitution, achieving an excellent overall yield. The starting material, a tetravinyl-substituted 8-8-8 laddersiloxane, was prepared via a straightforward and scalable method. The obtained azido-functionalized ladder compound, fully characterized, constitutes a versatile building block for hybrid materials.
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January 2025
GSK Carbon Neutral Laboratories for Sustainable Chemistry, Jubilee Campus, University of Nottingham, Triumph Road, Nottingham NG7 2TU, UK.
The range of chemical databases available has dramatically increased in recent years, but the reliability and quality of their data are often negatively affected by human-error fidelity. The size of chemical databases can make manual data curation/checking of such sets time consuming; thus, automated tools to help this process are highly desirable. Herein, we propose the use of Graph Neural Networks (GNNs) to identifying potential stereochemical misassignments in the primary asymmetric catalysis literature.
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