Abstract

Three-component coupling of an anionic nucleophile, butadienyltriphenylphosphonium bromide, and an aldehyde gave conjugated dienes of predominantly ( E, Z) configuration. Dianions of β-dicarbonyl systems and dicarboxylic acids, and monoanions of sulfones were employed as nucleophiles. Stereoselectivity in favor of an ( E, Z)-1,3-diene was highest when a β-dicarbonyl dianion was used in conjunction with an α-branched aldehyde.

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