Papers

Jul, 2001

Yingzhaosu A analogues: synthesis by the ozonolysis of unsaturated hydroperoxides, structural analysis and determination of anti-malarial activity

TETRAHEDRON
  • T Tokuyasu
    • ,
  • A Masuyama
    • ,
  • M Nojima
    • ,
  • KJ McCullough
    • ,
  • HS Kim
    • ,
  • Y Wataya
Volume
57
Number
28
First page
5979
Last page
5989
Language
English
Publishing type
Research paper (scientific journal)
DOI
10.1016/S0040-4020(01)00557-9
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Ozone-mediated cyclization of a series of unsaturated hydroperoxides 7, prepared from dienes 2, afforded the corresponding yingzhaosu A analogues 9 in moderate to high yield. X-Ray crystallographic analysis of two yingzhaosu A analogues, endo-9f and 13, showed that the 2,3-dioxabicyclo[3,3,1]nonane system adopts a chair-boat arrangement. Subsequent treatment of endoperoxides 9 with Ag2O/MeI afforded the expected methyldioxy-substituted cyclic peroxides 14, several of which showed notable anti-malarial activity against P. falciparum in vitro. (C) 2001 Elsevier Science Ltd. All rights reserved.
Link information
DOI
https://doi.org/10.1016/S0040-4020(01)00557-9
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000169813300010&DestApp=WOS_CPL
ID information
  • DOI : 10.1016/S0040-4020(01)00557-9
  • ISSN : 0040-4020
  • Web of Science ID : WOS:000169813300010
Export
BibTeX RIS
To Papers list