A new enantioselective synthetic method for α-halo-α-alkylmalonates is reported. α-Alkylation of diphenylmethyl tert-butyl α-halomalonates under phase-transfer catalytic conditions (solid KOH, toluene, -40 °C) in the presence of (S,S)-3,4,5-trifluorophenyl-NAS bromide (5 mol%) afforded diphenylmethyl tert-butyl α-halo-α-alkylmalonates in very high chemical yields (up to 99%) and optical yields (up to 93% ee).
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http://dx.doi.org/10.1039/c3ob42107d | DOI Listing |
Carbohydr Polym
March 2025
Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China; Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry (CAF), No 16, Suojin Wucun, Nanjing, China. Electronic address:
Achieving effective interfacial compatibility between hydrophilic cellulose nanofibrils (CNFs) and hydrophobic vegetable oil polymers (VOPs) remained a significant challenge. To address this issue, we developed a one-component nanocomposite (OCN) based on hyperbranched CNF-grafted VOPs. Rigid precursor initiator poly (vinylbenzyl chloride) (PVBC) was first grafted onto the CNF surface via phase-transfer catalysis, forming a branched macroinitiator (CNF-g-PVBC) with chlorine contents ranging from 4.
View Article and Find Full Text PDFRSC Med Chem
January 2025
Department of Chemistry and Biochemistry, Villanova University Villanova PA 19085 USA
The development and characterization of quaternary phosphonium compounds (QPCs) have long benefitted from their incorporation into a cornerstone reaction in organic synthesis - the Wittig reaction. These structures have, more recently, been developed into a wide variety of novel applications, ranging from phase transfer catalysis to mitochondrial targeting. Importantly, their antimicrobial action has demonstrated great promise against a wide variety of bacteria.
View Article and Find Full Text PDFNature
January 2025
Manchester Institute of Biotechnology, The University of Manchester, Manchester, UK.
Nucleophilic aromatic substitutions (SAr) are amongst the most widely used processes in the pharmaceutical and agrochemical industries, allowing convergent assembly of complex molecules through C-C and C-X (X = O, N, S) bond formation. SAr reactions are typically carried out using forcing conditions, involving polar aprotic solvents, stoichiometric bases and elevated temperatures, which do not allow for control over reaction selectivity. Despite the importance of SAr chemistry, there are only a handful of selective catalytic methods reported that rely on small organic hydrogen-bonding or phase-transfer catalysts.
View Article and Find Full Text PDFBeilstein J Org Chem
January 2025
Department of Organic Chemistry, Faculty of Natural Science, Comenius University Bratislava, Mlynská dolina, Ilkovičova 6, 842 15 Bratislava, Slovakia.
Axial chirality is present in a variety of naturally occurring compounds, and is becoming increasingly relevant also in medicine. Many axially chiral compounds are important as catalysts in asymmetric catalysis or have chiroptical properties. This review overviews recent progress in the synthesis of axially chiral compounds via asymmetric organocatalysis.
View Article and Find Full Text PDFChem Biodivers
January 2025
Department of Pharmaceutical Chemistry, MM College of Pharmacy, Maharishi Markandeshwar (Deemed to be University), Ambala, India.
Quinolone antibiotics are a crucial class of synthetic antibacterial agents, widely utilized due to their broad spectrum of antibacterial activity. Due to the development of antimicrobial resistance, the potency of quinolone drugs decreased. Many conventional methods have been developed to elevate amination rate and to improve yield.
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