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Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F12%3A39894593" target="_blank" >RIV/00216275:25310/12:39894593 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1016/j.tetasy.2012.06.016" target="_blank" >http://dx.doi.org/10.1016/j.tetasy.2012.06.016</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.tetasy.2012.06.016" target="_blank" >10.1016/j.tetasy.2012.06.016</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions

  • Original language description

    Starting from (1R,2S,3R)-camphordiamine and (hetero)aromatic imidates and orthoformate, nine new camphor-annelated NH-imidazolines were synthesized. Subsequent N-modification was carried out via methylation, acylation, benzoylation, and sulfonylation. Two regioisomers were usually isolated with the ratios reflecting the structure of the starting NH-imidazoline and the electrophile used. All of the successfully prepared N1- and C2-substituted camphor-annelated imidazolines were applied to the asymmetricversion of a Cu(II)-catalyzed Henry reaction. The electronic effects of both N1- and C2-pendants on the chemical and asymmetric outcomes of the nitroaldol reaction have been studied and discussed.

  • 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

  • Continuities

    S - Specificky vyzkum na vysokych skolach

Others

  • Publication year

    2012

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Tetrahedron Asymmetry

  • ISSN

    0957-4166

  • e-ISSN

  • Volume of the periodical

    23

  • Issue of the periodical within the volume

    13

  • Country of publishing house

    NL - THE KINGDOM OF THE NETHERLANDS

  • Number of pages

    10

  • Pages from-to

    1010-1018

  • UT code for WoS article

    000308054200013

  • EID of the result in the Scopus database