A novel method is reported for the transformation of vicinal diols to olefi
ns. This methodology consists in the conversion of iodothiocarbonates such
as 16 to olefin 17 with phenyl lithium in excellent yield. Compounds 7 and
12 were prepared by this methodology in order to determine if they would be
recognized by the enzymes, 5-lipoxygenase and 15-lipoxygenase, respectivel
y. (C) 1999 Elsevier Science Ltd. All rights reserved.