Journal: Synthesis

Abbreviation

Publisher

Thieme

Journal Volumes

ISSN

0039-7881
1437-210X

Description

Filters

Reset filters

Search Results

Publications 1 - 10 of 47
  • Syntheses of Cyanophycin Segments for Investigations of Cell-Penetration
    Item type: Journal Article
    Grogg, Marcel; Hilvert, Donald; Beck, Albert K.; et al. (2019)
    Synthesis
  • Featured SynStory
    Item type: Other Journal Item
    Fessard, Thomas C. (2012)
    Synthesis
  • Editorial
    Item type: Other Journal Item
    Seebach, Dieter (2017)
    Synthesis ~ Special Issue (Part I): Dedicated to Professor Dieter Enders
  • A Concise Synthesis of ortho-Iodobenzyl Alcohols via Addition of ortho-Iodophenyl Grignard Reagent to Aldehydes and Ketones
    Item type: Journal Article
    Cvengroš, Ján; Stolz, Daniel; Togni, Antonio (2009)
    Synthesis
  • Practical and efficient synthesis of a chiral C-5 building block, 2-O-allyl-D-arabinose, from diacetone-D-glucose
    Item type: Journal Article
    Storz, Thomas; Vasella, Andrea (2006)
    Synthesis
  • Synthesis and Evaluation of Cyclic Acetals of Serine Hydroxylamine for Amide-Forming KAHA Ligations
    Item type: Journal Article
    Baldauf, Simon; Bode, Jeffrey W. (2019)
    Synthesis
    The α-ketoacid–hydroxylamine (KAHA) ligation allows the coupling of unprotected peptide segments. The most widely used variant employs a 5-membered cyclic hydroxylamine that forms a homoserine ester as the primary ligation product. While very effective, monomers that give canonical amino acid residues are in high demand. In order to preserve the stability and reactivity of cyclic hydroxylamines, but form a canonical amino acid residue upon ligation, we sought to prepare cyclic derivatives of serine hydroxylamine. An evaluation of several cyclization strategies led to cyclobutanone ketals as the leading structures. The preparation, stability, and amide-forming ligation of these serine-derived ketals are described.
  • Functionalized AB-Type Monomers for Suzuki Polycondensation
    Item type: Journal Article
    Frahn, Jörg; Schlüter, A. Dieter (1997)
    Synthesis
  • Effect of γ-Substituted Proline Derivatives on the Performance of the Peptidic Catalyst H- d Pro-Pro-Glu-NH2
    Item type: Journal Article
    Schnitzer, Tobias; Wennemers, Helma (2018)
    Synthesis
  • Enantioselective Preparation of β2-Amino Acid Derivatives for β-Peptide Synthesis
    Item type: Review Article
    Seebach, Dieter; Beck, Albert K.; Capone, Stefania; et al. (2009)
    Synthesis
    β-Amino acids with a single side chain in the α-position (β²-amino acids or H-β²hXaa(PG)-OH; i.e., homo-amino acids with proteinogenic side chains) have turned out to be important components in β-peptides. They contribute to unique secondary structures, they are required for mimicking the structure and the activity of β-turn-forming α-peptides, and they can be used for protecting α-peptides against attack by aminopeptidases. In contrast to β³-homo-amino acids, the β²-isomers cannot be obtained simply by enantiospecific homologation of the (natural) α-amino acids, but have to be prepared by enantioselective reactions or sequences of transformations, which are presented herein. The various preparative methods are ordered according to the bond at the stereogenic center, which is formed in the stereoselective step, with the four strategic bonds being the C(2)-C(3) backbone bond, the C(2)-side-chain bond, the C(2)-H bond, and the C(1)-C(2) bond between the carboxylate and the α-carbon. In the most frequently employed methods, a chiral auxiliary group is attached at the carboxyl C(1) atom or at the nitrogen in the 3-position, but there are also a number of enantioselective catalytic processes, including the hydrogenation of suitable acrylates. The alternative of stereoselective synthesis, namely resolution of racemic mixtures (for instance by biocatalysis), is also discussed. A critical comparison of the various methods and strategies is presented. For the peptide chemist, a list is included with the Cbz-, Boc-, and Fmoc-protected β²-amino acid building blocks, ready for peptide coupling. In addition, the search strategy for nonracemic β²-amino acids and their precursors from the databases is described in detail.
  • Obituary: David A. Evans
    Item type: Other Journal Item
    Carreira, Erick M. (2023)
    Synthesis
Publications 1 - 10 of 47