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Enantioselective Catalytic [4+1]-Cyclization of ortho-Hydroxy-para-Quinone Methides with Allenoates

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F19%3A00507810" target="_blank" >RIV/61389030:_____/19:00507810 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1002/chem.201901784" target="_blank" >http://dx.doi.org/10.1002/chem.201901784</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/chem.201901784" target="_blank" >10.1002/chem.201901784</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Enantioselective Catalytic [4+1]-Cyclization of ortho-Hydroxy-para-Quinone Methides with Allenoates

  • Original language description

    The first highly asymmetric catalytic synthesis of densely functionalized dihydrobenzofurans is reported, which starts from ortho-hydroxy-containing para-quinone methides. The reaction relies on an unprecedented formal [4+1]-annulation of these quinone methides with allenoates in the presence of a commercially available chiral phosphine catalyst. The chiral dihydrobenzofurans were obtained as single diastereomers in yields up to 90 % and with enantiomeric ratios up to 95:5.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10609 - Biochemical research methods

Result continuities

  • Project

    <a href="/en/project/EF16_019%2F0000738" target="_blank" >EF16_019/0000738: Centre for Experimental Plant Biology</a><br>

  • Continuities

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

Others

  • Publication year

    2019

  • 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

    1521-3765

  • e-ISSN

  • Volume of the periodical

    25

  • Issue of the periodical within the volume

    34

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    6

  • Pages from-to

    8163-8168

  • UT code for WoS article

    000474807200026

  • EID of the result in the Scopus database

    2-s2.0-85066157832