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  • 1. Coldham, Iain
    et al.
    Meijer, Anthony J. H. M.
    Sadhukhan, Arghya
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Hobbs, Melanie
    Highly Enantioselective Metalation-Substitution alpha to a Chiral Nitrile2017In: Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry, ISSN 0936-5214, E-ISSN 1437-2096, Vol. 28, no 8, p. A80-A82Article in journal (Refereed)
  • 2.
    Hirner, Sebastian
    et al.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Somfai, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Microwave-Assisted Rearrangement of Vinylaziridines to 3-Pyrrolines: Formal Synthesis of (-)-Anisomycin2005In: Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry, ISSN 0936-5214, E-ISSN 1437-2096, no 20, p. 3099-3102Article in journal (Refereed)
    Abstract [en]

    An efficient microwave-assisted rearrangement of activated vinylaziridines to 3-pyrrolines is described. The rearrangement proceeds in good to excellent yields and is mediated by NaI or LiI in MeCN at elevated temperatures. The synthetic utility of this reaction is shown in an efficient formal total synthesis of the antibiotic (-)-anisomycin.

  • 3.
    Moberg, Christina
    et al.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Wingstrand, Erica
    Enantioenriched Acylated Cyanohydrins: Synthesis and Analysis2010In: Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry, ISSN 0936-5214, E-ISSN 1437-2096, no 3, p. 355-367Article in journal (Refereed)
    Abstract [en]

    The addition of acyl cyanides to prochiral aldehydes catalyzed by a chiral Lewis acid and an achiral Lewis base produces highly enantioenriched O-acylated cyanohydrins. alpha-Keto esters undergo the same type of addition, although via a different mechanism in which the enantioselectivity originates from a chiral Lewis base. In the presence of a biocatalyst, the minor, undesired enantiomer obtained in the reactions with aldehydes can be selectively hydrolyzed to re-form the starting aldehyde, permitting the reaction to be run in a cyclic manner. The minor-enantiomer recycling results in an essentially enantiopure product. Selective enzymatic hydrolysis is also a key step in high-throughput analysis of conversions and enantiomeric ratios.

  • 4.
    Somfai, Peter
    et al.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Panknin, Olaf
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Investigations of the 2,3 -sigmatropic rearrangements of vinylaziridines and allylic amines2007In: Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry, ISSN 0936-5214, E-ISSN 1437-2096, no 8, p. 1190-1202Article in journal (Refereed)
    Abstract [en]

    This account summarizes our studies of [2,3]-sigmatropic rearrangements of vinylaziridines and allylic amines. The scope and limitations of the reactions as well as our present mechanistic understanding are also discussed.

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