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  • 1. Belda, O.
    et al.
    Moberg, Christina
    KTH, Superseded Departments, Chemistry.
    Substituted pyridylamide ligands in microwave-accelerated Mo(0)-catalysed allylic alkylations2002In: Synthesis (Stuttgart), ISSN 0039-7881, E-ISSN 1437-210X, no 11, 1601-1606 p.Article in journal (Refereed)
    Abstract [en]

    Novel 4- and 6-substituted bis-pyridylamides were prepared by microwave accelerated nucleophilic substitution of the 4-and 6-halo substituted derivatives of the parent ligand la. The ligands were used in the asymmetric allylation of cinnamyl carbonate catalysed by Mo(0) in which the 4-chloro- and 4-pyrrolidyl substituted ligand derivatives exhibited high regioselectivity (74:1 and 88:1. respectively) and enantioselectivity (96% ee), whereas 6-substituted ligands afforded no product under the same conditions. Other allylic substrates were used to explore the generality of the procedure.

  • 2.
    Hellberg, Jonas
    et al.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Remonen, Tommi
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Allared, Fredrik
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Slätt, Johnny
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Svensson, Mats
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Synthesis of 2,3-dihydrothieno[2,3-b]-1,4-dithiine, 2,3-dihydrothieno[3,2-b]-1,4-oxathiine, 2,3-dihydrothieno[2,3-b]-1,4-oxathiine and their transformation into corresponding end-capped oligomers.2003In: Synthesis (Stuttgart), ISSN 0039-7881, E-ISSN 1437-210X, no 14, 2199-2205 p.Article in journal (Refereed)
    Abstract [en]

    Three new heterocyclic parent compds., 2,3-dihydrothieno[2,3-b][1,4]dithiine, 2,3-dihydrothieno[3,2-b][1,4]oxathiine, and 2,3-dihydrothieno[2,3-b][1,4]oxathiine, have been synthesized by acid-catalyzed transformations starting from 3-methoxythiophene. Two of the new compds. have been transformed to the corresponding end-capped dimeric, trimeric and tetrameric oligothiophenes. These oligomers show very stable cationic and dicationic states as judged by cyclic voltammetry, and their UV-Vis spectra are considerably red-shifted compared to previously synthesized end-capped oligomers. [on SciFinder(R)]

  • 3.
    Hertzberg, Robin
    et al.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry.
    Dinér, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry. Division of Organic Chemistry .
    Moberg, Christina
    KTH, School of Chemical Science and Engineering (CHE), Chemistry.
    Palladium-Catalyzed C(sp3)–C(sp2) Cross-Couplings of O-(α-Bromoacyl) Cyanohydrins with Boronic Acids: An Entry to Enantio­enriched N-Acylated β-Amino Alcohols2016In: Synthesis (Stuttgart), ISSN 0039-7881, E-ISSN 1437-210X, Vol. 48, no 19Article in journal (Refereed)
    Abstract [en]

    Suzuki-type cross-coupling of enantiomerically enriched O-(α-bromoacyl) cyanohydrins with aromatic boronic acids substituted with electron-withdrawing or electron-donating groups gave the expected coupling products in high yields without racemization. These substrates exhibit higher reactivities than analogous substrates lacking the nitrile function, probably as a result of π-coordination of the nitrile to palladium. Reduction of the nitrile group of the products, with accompanying intramolecular acyl transfer, provides access to biologically interesting N-acylated β-amino alcohols.

  • 4. Restorp, Per
    et al.
    Dressel, Martina
    Somfai, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Synthesis of functionalized pyrrolidines by a highly stereoselective 3+2 -annulation reaction of N-tosyl-alpha-amino aldehydes and 1,3-bis(silyl)propenes2007In: Synthesis (Stuttgart), ISSN 0039-7881, E-ISSN 1437-210X, no 10, 1576-1583 p.Article in journal (Refereed)
    Abstract [en]

    An efficient protocol for stereoselective construction of densely functionalized pyrrolidines by a [3+2]-annulation reaction of N-tosyl-alpha-amino aldehydes and 1,3-bis(silyl)propenes is described. This methodology is also applied as a key step in the synthesis of the polyhydroxylated pyrrolidine alkaloid 2,5-dideoxy-2,5-imino-D-glucitol (DGDP)

  • 5.
    Slätt, Johnny
    et al.
    Unit for Organic Chemistry, Department of Biosciences, Karolinska Institute and Södertörn University College, Novum Research Park,.
    Romero, Ivan
    Unit for Organic Chemistry, Department of Biosciences, Karolinska Institute and Södertörn University College, Novum Research Park,.
    Bergman, Jan
    Unit for Organic Chemistry, Department of Biosciences, Karolinska Institute and Södertörn University College, Novum Research Park,.
    Cyanoacetylation of indoles, pyrroles and aromatic amines with the combination cyanoacetic acid and acetic anhydride2004In: Synthesis (Stuttgart), ISSN 0039-7881, E-ISSN 1437-210X, no 16, 2760-2765 p.Article in journal (Refereed)
    Abstract [en]

    Cyanoacetic acid was activated with acetic anhydride and when heated this reagent reacted with a variety of both activated and deactivated pyrroles, indoles and aniline derivs. For example, the cyanoacetylation of 1H-indole using acetic anhydride/cyanoacetic acid gave β-oxo-1H-indole-3-propanenitrile. The same reaction using 6-amino-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione (I) gave 6-amino-1,2,3,4-tetrahydro-1,3-dimethyl-β,2,4-trioxo-5-pyrimidinepropanenitrile (II).

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