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MOP and EE Protecting Groups in Synthesis of alpha- or beta-Naphthyl-C-Glycosides from Glycals

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22330%2F18%3A43915798" target="_blank" >RIV/60461373:22330/18:43915798 - isvavai.cz</a>

  • Alternative codes found

    RIV/61388963:_____/18:00492083

  • Result on the web

    <a href="http://dx.doi.org/10.1021/acsomega.8b00901" target="_blank" >http://dx.doi.org/10.1021/acsomega.8b00901</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/acsomega.8b00901" target="_blank" >10.1021/acsomega.8b00901</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    MOP and EE Protecting Groups in Synthesis of alpha- or beta-Naphthyl-C-Glycosides from Glycals

  • Original language description

    The development of effective protection strategies is essential in the synthesis of complex carbohydrates and glycomimetics. This article describes a versatile four-stage protocol for the synthesis of alpha- or beta-aryl-C-glycosides from unprotected D-glycals using two acetal protecting groups, ethoxyethyl and methoxypropyl, which are stable under harsh basic conditions and convenient for the C-1 metalation of glycals. Their stability was investigated in subsequent cross-coupling reactions with 1-iodonaphthalene followed by oxidative/reductive transformations to naphthyl-C-glycosides.

  • 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

    10401 - Organic chemistry

Result continuities

  • Project

    <a href="/en/project/GA15-17572S" target="_blank" >GA15-17572S: Calix[4]arene/C-oligosaccharide glycoclusters design for improved selectivity of interactions with lectins</a><br>

  • Continuities

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

Others

  • Publication year

    2018

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    ACS Omega

  • ISSN

    2470-1343

  • e-ISSN

  • Volume of the periodical

    3

  • Issue of the periodical within the volume

    7

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    13

  • Pages from-to

    7875-7887

  • UT code for WoS article

    000438908600077

  • EID of the result in the Scopus database

    2-s2.0-85050140259