Tetrahedron letters

First total synthesis of isoprostane IPF 2α-III

…, SW Hwang, SP Khanapure, GA FitzGerald, J Rokach

Index: Adiyaman, Mustafa; Li, Hongwei; Lawson, John A.; Hwang, Seong-Woo; Khanapure, Subhash P.; FitzGerald, Garret A.; Rokach, Joshua Tetrahedron Letters, 1997 , vol. 38, # 19 p. 3339 - 3342

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Citation Number: 18

Abstract

The first total synthesis of IPF2α-III, a type III isoprostane is described using a syn-anti-syn lactone 34 prepared from D-glucose and a novel iodohydrin synthon 30. This is first synthesis of a representative of type III isoprostane which is anticipated to be formed in vivo from arachidonic acid by free-radical mechanism. This synthetic material will help elucidate the formation in vivo of type III isoprostanes.