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Tandem retro-aldol/Wittig/Michael and related cascade processes
Authors:Sandra Beltrán-Rodil  Michael G Edwards  Richard JK Taylor
Institution:a Department of Chemistry, University of York, Heslington, York YO10 5DD, UK
b AstraZeneca, Process Research and Development, Silk Road Business Park, Charter Way, Macclesfield, Cheshire SK10 2NA, UK
Abstract:A number of novel tandem sequences initiated by a retro-aldol process are described along with preliminary scope and limitation studies. These include (i) retro-aldol/Wittig trapping/intramolecular Michael addition, (ii) retro-aldol/aza-Wittig/intramolecular imine addition, (iii) retro-aldol/Henry/intramolecular Michael addition and (iv) retro-aldol/Knoevenagel/intramolecular Michael addition sequences. A range of novel functionalised cyclopentanes, and related systems, are described which should prove to be useful synthetic building blocks.
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