Asymmetric phase transfer catalysis has been recognized as an approach that is greener and more sustainable than synthetic alternatives and has evolved into one of the most practical methods in ...challenging enantioselective synthesis. An overview of the current status of asymmetric phase transfer catalysis in industry is presented by summarizing research progress from both journal publications and patent applications.
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IJS, KILJ, NUK, PNG, UL, UM
An electrochemical oxidative dehydrogenative C(sp3)–H amination reaction to construct trans-2,3-disubstituted aziridines is reported, which avoids using external oxidants and generates only hydrogen ...gas as the byproduct. With KI as the mediator and electrolyte, the desired aziridines were prepared in good yields in an undivided cell at room temperature. The potential value of this mild electrochemical strategy was further highlighted by the gram-scale synthesis.
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IJS, KILJ, NUK, PNG, UL, UM
Impressive developments in the field of sulfonium salt and sulfur ylide chemistry have been witnessed during the past several years. This review summarizes recent breakthrough reports based on their ...roles in reactions, and aims to offer a concise overview of this burgeoning field.
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Sulfonium salts and sulfur ylides are important S(IV) motifs, and have displayed many unique reactivities to provide simple, effective, and often stereoselective synthesis toward sulfur containing compounds. Impressive developments have been witnessed within this field during the past several years. In light of the increasing demand of organosulfur compounds across the range of chemical sciences, our aim of this review is to provide a concise overview of recent advances of sulfonium salt and sulfur ylide chemistry. Selected examples are organized in three parts on the basis of their role in organic reactions (reactants, intermediates and catalysts).
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GEOZS, IJS, IMTLJ, KILJ, KISLJ, NLZOH, NUK, OILJ, PNG, SAZU, SBCE, SBJE, UILJ, UL, UM, UPCLJ, UPUK, ZAGLJ, ZRSKP
A cyanostilbene conjugated gelator was incorporated into the cavities of cyclodextrins
via
the host-guest interaction and the resulting supra-gelator from γ-CyD enabled chiroptical photo-switching, ...while the other gels showed enhanced circularly polarized luminescences.
A supra-gelator from γ-CyD and a cyanostilbene gelator showed enhanced circularly polarized luminescence and enabled a reversible chiroptical as well as morphological photo-switching.
Herein, we report a highly efficient ZnI2‐triggered oxidative cross‐coupling reaction of P(O)−H compounds and amines. This operationally simple protocol provides unprecedented generic access to ...phosphinic amides/phosphoramidate derivatives in good yields and short reaction time. Besides, the reaction proceeds under mild conditions, which avoids the use of hazardous reagents, and is applicable to scale‐up syntheses as well as late‐stage functionalization of drug molecules. The stereospecific coupling is also achieved from readily available optically enriched P(O)−H compounds.
Broad substrate scope: A very effective cross‐coupling reaction between P(O)−H compounds and amines triggered by catalytic amounts of ZnI2 is presented. The mild reaction conditions are applicable to a broad scope of substrates and lead to stereospecific product formation.
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BFBNIB, FZAB, GIS, IJS, KILJ, NLZOH, NUK, OILJ, SBCE, SBMB, UL, UM, UPUK
An efficient protocol for 2,3-sigmatropic rearrangement of allyl and propargyl thioethers is reported. The key sulfonium ylide intermediate is in situ formed via S-arylation of arynes. This ...transition metal-free method allows for ready access to a wide array of functionalized thioether derivatives in good to excellent yields.
Organosulfides are a common class of structure units in bioactive molecules and functional materials motivating continuous developments of efficient synthetic methods. Herein, we report an ...electrophilic aryne-activated ring opening protocol of one or two heteroatom containing saturated sulfur heterocycles. This three-component transformation proceeds under mild reaction conditions and displays exceptional generality of nucleophiles (C, O, S, N, and F centered nucleophiles), giving structurally diverse thioethers in good yields.
Herein we reported a Hf(OTf)4-catalyzed carbon–carbon bond formation reaction between 2-alkyl-azaarenes and para-quinone methides (p-QMs). This 1,6-conjugate addition protocol offered rapid access ...to a large array of triarylethane products in good yields. The catalyst loading could be reduced to 1 mol %. Studies pertinent to scale-up reaction and product derivatization were also presented.
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IJS, KILJ, NUK, PNG, UL, UM
The first example of electrochemical selenocyanation of imidazo1,5-aquinolines with KSeCN under metal catalyst- and chemical oxidant-free conditions was described. The synthetic utility of this ...electrochemical protocol was further highlighted by the gram-scale synthesis.
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Reported herein is the first example of electrochemical selenocyanation of imidazo1,5-aquinolines with KSeCN under metal catalyst- and chemical oxidant-free conditions. This sustainable strategy shows a broad scope and great compatibility with functional groups, and affords synthetically and biologically important selenocyanated imidazo1,5-aquinolines in good to excellent yields with cheap graphite and Ni plates as the electrodes. The gram-scale synthesis was also successfully conducted, which might demonstrate the potential value of this electrochemical protocol.
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GEOZS, IJS, IMTLJ, KILJ, KISLJ, NLZOH, NUK, OILJ, PNG, SAZU, SBCE, SBJE, UILJ, UL, UM, UPCLJ, UPUK, ZAGLJ, ZRSKP
A copper‐catalyzed enantioselective Claisen rearrangement of easily accessible enolphosphonates using the commercially available PhBOX as the chiral ligand was developed. A wide range of ...rearrangement products with contiguous tertiary and all‐carbon quaternary centers were obtained in excellent yields and stereoselectivities. The α‐ketophosphonate substituent in the products could be easily transformed into other functional groups.
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BFBNIB, FZAB, GIS, IJS, KILJ, NLZOH, NUK, OILJ, SBCE, SBMB, UL, UM, UPUK
![Aryne triggered [2,3]-sigma...](http://api.summon.serialssolutions.com/2.0.0/image/issn/XR4PS5YY4K/1477-0520/small "Aryne triggered [2,3]-sigmatropic rearrangement of allyl and propargyl thioethers")
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