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Enantioselective cycloaddition reactions
Publisher Summary This chapter reviews the cycloadditions reactions because they are popular, widely used, and also constitutes enormous body of chemistry. The chapter focuses on the landmark achievements as well as state-of-the-art examples of relevant chemistry.
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Cycloadditions as a Sweet Route to ‘Double C-Glycosylation’
Pharmaceuticals, such as the antibiotic erythromycin, and sodium-dependent glucose transporter (SGLT1 & SGTL2) inhibitors such as Bexagliflozin (diabetes) and Sotagliflozin (heart disease), are often sugar-decorated (glycosylated). Glycosylation is a key
Kevin P. P. Mahoney +8 more
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Synthesis of aryl-1H-1,2,3-triazoles via 1,3-dipolar cycloaddition
A series of Aryl-1H-1,2,3-triazoles were prepared from the reaction between aril-azide (1) with 1.5 equiv. of terminal alkynes (2a-o). The reactions carried out at room temperature and in the presence of CuI (10 mol%) in acetonitrile. The compounds (3a-o)
Wagner O. Valença +2 more
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The capture, storage, and conversion of anthropogenic carbon dioxide (CO2) is one of the urgent environmental challenges. Among the various methods available, direct conversion is the most preferable.
Maria Atlaskina +9 more
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The common feature of the four iridium(III) salt complexes, (bis{[(diphenylphosphanyl)methyl]diphenylphosphanylidene}(ethoxyoxoethanylidene)methane-κ4P,C,C′,P′)chloridohydridoiridium(III) chloride methylene chloride 2.75-solvate (4), (bis ...
Inge Schlapp-Hackl +6 more
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[2 + 2 + 2] cycloaddition of a 1,2-bis(propiolyl)benzene derivative with terminal and internal alkynes takes place in the presence of [Ir(cod)Cl]2 (cod = 1,5-cyclooctadiene) combined with bis(diphenylphosphino)ethane (DPPE) to give anthraquinones in 42 ...
Takahiro Sawano +2 more
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Application of chiral 2-isoxazoline for the synthesis of syn-1,3-diol analogs
The asymmetric cycloaddition of TIPS nitronate catalyzed by “Cu(II)-bisoxazoline” gave the 2-isoxazoline product in 95% yield, which was converted into tert-butyl (3S,5R)-6-hydroxy-3,5-O-isopropylidene-3,5-dihydroxyhexanoate in 14 steps through a β ...
Juanjuan Feng +3 more
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Catalytic cycloaddition of acrylates to norbornadiene. Kinetics and mechanism
Kinetics of [2+2+2]-cycloaddition of acrylates to norbornadiene in the presence of η3-bis(allyl) nickel was studied. The thermodynamic parameters were determined. Kinetics equations for all of the isomer reaction products were found.
I. E. Efros +3 more
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The regioselective three-component condensation of azomethine ylides derived from isatins and α-amino acids with acrylamides or aroylacrylic acids as dipolarophiles has been realized through a one-pot 1,3-dipolar cycloaddition protocol.
Tatyana L. Pavlovskaya +6 more
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Citation: 'dipolar cycloaddition' in the IUPAC Compendium of Chemical Terminology, 3rd ed.; International Union of Pure and Applied Chemistry; 2006. Online version 3.0.1, 2019. 10.1351/goldbook.D01754 • License: The IUPAC Gold Book is licensed under Creative Commons Attribution-ShareAlike CC BY-SA 4.0 International for individual terms.
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