Julia-Kocienski reaction-based 1,3-diene synthesis: aldehyde-dependent (E,E/E,Z)-selectivity

François Billard1, Raphaël Robiette, Jiří Pospíšil

  • 1Institute of Condensed Matter and Nanosciences-Molecules, Solids and Reactivity (IMCN/MOST), Université Catholique de Louvain, Place Louis Pasteur 1, bte L4.01.02, 1348 Louvain-la-Neuve, Belgium.

Summary

A modified Julia-Kocienski olefination reaction using cation-specific chelating agents provides predictable (E/Z)-selectivity in 1,3-diene synthesis. Aldehyde structure influences and rationalizes the observed selectivity.

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