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A new method for the preparation of olefins from vicinal diols
(Pergamon-Elsevier Science Ltd, 1999) Adıyaman, Mustafa; Jung, Young-Ju; Kim, Seongjin; Saha, Goutam; Powell, William S.; FitzGerald, Garret A.; Rokach, Joshua
A novel method is reported for the transformation of vicinal diols to olefins. 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, respectively.
Synthesis of iPF(2 alpha)-V: a new route
(Pergamon-Elsevier Science Ltd, 1999) Hwang, Seong Woo; Adıyaman, Mustafa; Lawson, John A.; FitzGerald, Garret A.; Rokach, Joshua
We are reporting here on a new synthesis of iPF(2 alpha)-V, and we also disclose the first report on the synthesis of 12-epi-iPF(2 alpha)-V. The new total synthesis of iPF(2 alpha)-V reported here is designed to address metabolism and analytical issues. We have used this new route and also performed the total synthesis of 17,17,18,18-tetradeutero-iPF(2 alpha)-V. The availability of the deuterated analog of iPF(2 alpha)-V is the first step in our attempt to quantitate this isoprostane in biological fluids by GC and LC-MS.