Formation of cis,trans conjugated olefin possessing a hydroxyl group next to the cis olefin end and synthesis of biologically active molecules with this functionality

摘要

The importance of a reaction for constructuction of the cis,trans diene moiety of the general structures 1 and 2 is described with the molecules shown in Figure 1.In the first section,several reactions usrful for construction of these dienes are presented.Such reactions are:(1) Wittig reaction;(2)Sonogashira reactions followed by cis hydrogenation;(3)-(6)cross-coupling reactions of various types.Stereoselectivity of these reactions and availability of the reaction partners required for the reactions are briefly discussed.In the remaining sections,synthesis of leukotriene B_4 (LTB_4),10,11-dihydro-LTB_4,didemnilactone A,korormicin,and fostriecin is presented with the observed efficiency in constructiion of the conjugated olefin moieties.