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Synthesis of Nature-Inspired Medium-Sized Fused Heterocycles from Amino Acids

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F15%3A33156154" target="_blank" >RIV/61989592:15310/15:33156154 - isvavai.cz</a>

  • Result on the web

    <a href="http://onlinelibrary.wiley.com/doi/10.1002/chem.201501746/epdf" target="_blank" >http://onlinelibrary.wiley.com/doi/10.1002/chem.201501746/epdf</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/chem.201501746" target="_blank" >10.1002/chem.201501746</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis of Nature-Inspired Medium-Sized Fused Heterocycles from Amino Acids

  • Original language description

    Herein, we describe the synthesis of molecular scaffolds consisting of medium-sized fused heterocycles using amino acids, which are some of the most useful building blocks used by nature as well as chemists to create structural diversity. The acyclic precursors were assembled by using traditional Merrifield solid-phase peptide synthesis, and cyclization was carried out through acid-mediated tandem endocyclic N-acyliminium ion formation, followed by nucleophilic addition with internal nucleophiles. The synthesis of molecular scaffolds consisting of seven-, eight-, and nine-membered rings proceeded with full stereocontrol of the newly generated stereogenic center in most cases.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2015

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Chemistry: A European Journal

  • ISSN

    0947-6539

  • e-ISSN

  • Volume of the periodical

    21

  • Issue of the periodical within the volume

    37

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    8

  • Pages from-to

    13112-13119

  • UT code for WoS article

    000360583000037

  • EID of the result in the Scopus database