Enantioselective Synthesis of Skipped Dienes via Iridium-Catalyzed Allylic Alkylation of Phosphonate Carbanions



An enantioselective synthesis of skipped diene has been developed based on an iridium-catalyzed allylic alkylation of phosphonate carbanions and Horner-Wadsworth-Emmons olefination. This two-step protocol benefits from the ease of accessibility of the starting materials and delivers C2-substituted skipped dienes, bearing a C3 stereogenic center, in moderate to excellent yields and generally with outstanding enantioselectivities. This is the first catalytic enantioselective allylic alkylation of phosphonate carbanions.


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