Use of biological catalysts for the preparation of chiral molecules. 8. Preparation of propargylic alcohols. Application in the total synthesis of leukotriene B4

…, JR Pougny, JC Prome, H Veschambre

Index: Treilhou; Fauve; Pougny; Prome; Veschambre Journal of Organic Chemistry, 1992 ,  vol. 57,  # 11  p. 3203 - 3208

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Citation Number: 49

Abstract

Leukotriene B4 (LTB4)(1) was synthesized from two chiral propargylic alcohols 2 and 3 obtained by enantioselective enzymatic hydrolysis and enantiogenic microbial reduction, respectively. Condenaation of these two synthons using a rapid and reproducible method not involving a Wittig reaction led to a compound with identical biological activity to that of natural LTBI.