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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.

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Manganese-Catalyzed Synthesis of γ-Hydroxy Phosphine Oxides by Addition of Phosphine Oxides to Allylic Alcohols.

Org 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.

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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.

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Bioorganic chemistry of natural products that control plant pathogens.

J 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.

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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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