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A Study of the Reactivity of Polyhydroxylated Sterol Derivatives

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F15%3A00447754" target="_blank" >RIV/61388963:_____/15:00447754 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1002/ajoc.201500138" target="_blank" >http://dx.doi.org/10.1002/ajoc.201500138</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/ajoc.201500138" target="_blank" >10.1002/ajoc.201500138</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    A Study of the Reactivity of Polyhydroxylated Sterol Derivatives

  • Original language description

    A detailed study of regiospecific silylation, oxidation, and reduction of sterols is reported. The different reactivity of 2 alpha and 3 alpha hydroxy groups is demonstrated on a 2 alpha,3 alpha-dihydroxy-5 alpha-pregnane-6,20-dione as a model substrate.A regiospecific silylation of the 2 alpha-alcohol occurred when silyl chloride was used under mild reaction conditions. The selective oxidation of one of the 2 alpha,3 alpha-diols by dimethyldioxirane or the Dess-Martin periodinane led to a mixture of alpha-hydroxyketones with high prevalence of 3,6,20-trione over 2,6,20-trione in the ratio 10:1. A regiospecific reduction of a model substrate by lithium tri-tert-butoxyaluminium hydride gives the C6 alcohol.

  • 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

    <a href="/en/project/IAA400550801" target="_blank" >IAA400550801: Synthesis of tritium labelled brassinosteroids and their application in the studies of their mechanism of action on molecular level.</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

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

    Asian Journal of Organic Chemistry

  • ISSN

    2193-5807

  • e-ISSN

  • Volume of the periodical

    4

  • Issue of the periodical within the volume

    8

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    10

  • Pages from-to

    808-817

  • UT code for WoS article

    000359426800016

  • EID of the result in the Scopus database

    2-s2.0-84938750699