Staff Publications

Staff Publications

  • external user (warningwarning)
  • Log in as
  • language uk
  • About

    'Staff publications' is the digital repository of Wageningen University & Research

    'Staff publications' contains references to publications authored by Wageningen University staff from 1976 onward.

    Publications authored by the staff of the Research Institutes are available from 1995 onwards.

    Full text documents are added when available. The database is updated daily and currently holds about 240,000 items, of which 72,000 in open access.

    We have a manual that explains all the features 

Record number 365721
Title Isolation and structure elucidation of new radical oxidation products of 5-hydroxy steroids
Author(s) Khripach, V.A.; Zhabinskii, V.N.; Kuchto, A.I.; Zhiburtovich, Y.Y.; Lyakhov, A.S.; Govorova, A.A.; Groen, M.B.; Louw, J. van der; Groot, Æ. de
Source Steroids 71 (2006)6. - ISSN 0039-128X - p. 504 - 509.
Department(s) Laboratory for Organic Chemistry
Publication type Refereed Article in a scientific journal
Publication year 2006
Keyword(s) medium-sized ring - 10-membered ring - fragmentation - reactivity - 13,14-seco-steroids - conformations - secosteroids - epoxidation
Abstract Three new products have been isolated from the lead-tetraacetate version of the hypoiodite oxidation of 3 beta,17 beta-diacetoxy-5-hydroxy-5 alpha-androstane. Along with the expected 1(10)unsaturated 5,10-seco steroidal 5-ketones, the fragmentation reaction gave two epimeric C-4 iodides. Their structural assignment was based on X-ray data of one of them ((4R,10S)-4iodo-3 beta,17 beta-diacetoxy-5,10-secoandrostan-5-one). The third new product was found to be the 5 beta,6 beta-epoxide resulting from the dehydration of the tertiary alcohol followed by epoxidation of the intermediate Delta(5)-olefin.
There are no comments yet. You can post the first one!
Post a comment
Please log in to use this service. Login as Wageningen University & Research user or guest user in upper right hand corner of this page.