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A new, efficient and practical method for the three-component arylative coupling of aldehydes, alkynes and arylboronic acids has been developed through nickel catalysis. This transformation provides diverse -selective tetrasubstituted allylic alcohols without the use of any aggressive oragnometallic nucleophiles or reductants. Moreover, benzylalcohols are viable coupling partners oxidation state manipulation and arylative coupling in one single catalytic cycle. This reaction features a direct and flexible approach for the preparation of stereodefined arylated allylic alcohols with broad substrate scope under mild conditions. The utility of this protocol is demonstrated through the synthesis of diverse biologically active molecular derivatives.
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http://dx.doi.org/10.1039/d2sc05894d | DOI Listing |
Inorg Chem
September 2025
Boston University, Chemistry Department, 590 Commonwealth Avenue, Boston, Massachusetts 02215, United States.
Previously published (NMe)[V(O)(μ-O)(pin)], has been shown to aerobically catalyze the oxidation of benzylic and allylic alcohols under mild conditions. Herein, we report syntheses of [V(O)(μ-O)(pin)] trimers, which are also active in OAD catalysis. Trimer formation requires an ammonium cation with at least two hydrogen atoms per cation (e.
View Article and Find Full Text PDFOrg Lett
September 2025
School of Chemical Sciences, National Institute of Science Education and Research (NISER), An OCC of Homi Bhabha National Institute, Bhubaneswar 752050, India.
A manganese(II)-catalyzed anti-Markovnikov addition of diarylphosphine oxides to primary and secondary allylic alcohols has been developed, which delivered synthetically valuable γ-hydroxy phosphine oxides. The reaction proceeds under mild, base-assisted conditions with a broad substrate scope and excellent functional group tolerance. Mechanistic studies indicate the involvement of a homogeneous catalytic system and a radical pathway.
View Article and Find Full Text PDFOrg Lett
September 2025
Department of Chemistry and Chemical Biology, Northeastern University, Boston, Massachusetts 02115, United States.
An designed benzodioxin fused analogue of a des-(1-hydroxyethyl)-lincomycin analogue was synthesized in a asymmetric fashion from an achiral acylfuran, a 4-(-Pr)--methyl-proline, and catechol. The synthesis of the 6-amino-galactose portion of the lincomycin analogue necessitated the development of a novel stereospecific tandem Pd-glycosylation/1,4-addition reaction between catechol and an -Cbz-protected 6-amino-pyranone with a Pd-π-allyl leaving group at the -1 position. The desired -stereochemistry was installed by a subsequent stereoselective ketone reduction, alcohol elimination, and diastereoselective dihydroxylation of the -3/4 alkene.
View Article and Find Full Text PDFJ Pestic Sci
August 2025
Department of Chemistry for Life Sciences and Agriculture, Faculty of Life Sciences, Tokyo University of Agriculture.
Developing new agrochemicals is essential for sustainable agriculture and global food security. Our group focused on natural products that control plant pathogens, conducting synthetic research across three key areas of interest: antimicrobial compounds, phytoalexins, and microbial signaling molecules. We established new methods for producing chiral allylic alcohols as useful synthetic intermediates for natural product synthesis the enantioselective synthesis of antimicrobial agents such as peniciaculins.
View Article and Find Full Text PDFDalton Trans
September 2025
Université Grenoble Alpes, CNRS, CEA, LCBM (UMR 5249), F-38000 Grenoble, France.
This study explores the development and reactivity of novel iron cyclopentadienone complexes incorporating isonitrile ligands for photo-activated borrowing hydrogen (BH) catalysis. By merging strategies of cyclopentadienone tuning with isonitrile functionalization, this work aims to enhance the efficiency of photoactivation processes. New complexes featuring 4-nitrophenyl isonitrile ligands combined with electron-rich cyclopentadienones (L and L) were synthesized and characterized through X-ray crystallography, IR, and Mössbauer spectroscopy.
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