3-Alkylidene-piperidin-4-ones with diverse C-5 substitution patterns are synthesized via a one-pot cascade transylidation-olefination sequence. Tributylphosphorus ylides show distinct higher reactivity as compared to triphenyl analogs. t-Butanol is the solvent of choice for transylidation, while the Wittig olefination of aliphatic aldehydes requires MeCN as the solvent. © 2009 Elsevier Ltd. All rights reserved.
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