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Enantioselective Synthesis of Skipped Dienes via Iridium-Catalyzed Allylic Alkylation of Phosphonates

Arko Seal and Santanu Mukherjee*

*Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India, Email: smiisc.ac.in

A. Seal, S. Mukherjee, Org. Lett., 2023, 25, 2253-2257.

DOI: 10.1021/acs.orglett.3c00505



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Abstract

An iridium-catalyzed allylic alkylation of phosphonates followed by a Horner-Wadsworth-Emmons olefination provides skipped dienes bearing a C3 stereogenic center, generally with outstanding enantioselectivities.

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Key Words

1,4-dienes, terminal olefins, unsaturated esters, Wittig-Horner reaction


ID: J54-Y2023