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2.10.4.3.3 Ring-Closing Alkyne Metathesis–Semireduction for the Synthesis of Cyclic Conjugated 1,3-Dienes

DOI: 10.1055/sos-SD-222-00346

Lee, D.; Reddy Sabbasani, V.Science of Synthesis: Metal-Catalyzed Cyclization Reactions, (20162664.

The ring-closing alkyne metathesis–semireduction protocol can be used for the synthesis of macrocyclic 1,3-dienes by employing conjugated E- or Z-1,3-enynes as reacting counterparts in the substrate for ring-closing alkyne metathesis. This extension is made possible by the orthogonal nature of alkylidyne catalysts, which are reactive toward only alkynes but not alkenes. This strategy has been applied to effective syntheses of macrocyclic natural products containing macrocyclic E,Z- or E,E-1,3-diene moieties.

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