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Free keywords:
alkynes;
macrocycles;
metathesis;
prostaglandins;
total synthesis
Abstract:
The first total synthesis of a biologically relevant natural product (prostaglandin E2-1,5-lactone; see picture) by ring-closing diyne metathesis followed by Lindlar reduction is reported. This conceptually novel strategy allows the stereoselective formation of macrocyclic Z alkenes which cannot be accessed stereoselectively by conventional ring-closing olefin metathesis.