Stereocontrolled synthesis of all eight stereoisomers of the putative anti-androgen cyoctol

Abstract

All eight stereoisomers (1-4 and enantiomers) of the putative anti-androgen cyoctol have been synthesized along stereochemically unambiguous routes. The biological tests of all isomers indicated that cyoctol is not an anti-androgen, contrary to the patent literature. All eight stereoisomers of the putative anti-androgen cyoctol have been prepared and tested biologically. © 2004 Elsevier Ltd. All rights reserved.