Tandem Olefin Migration-Aldol Condensation in Water with an Amphiphilic Resin-Supported Ruthenium Complex

Abstract

A catalytic tandem olefin migration-aldol condensation process with allylic carbinols and aryl aldehydes was performed with 0.5 mol% of an amphiphilic polystyrene-poly(ethylene glycol) (PS-PEG) resin supported phosphine-ruthenium complex in water as a single reaction medium under heterogeneous conditions to give the corresponding aldols with syn selectivity. Inverse stereoselectivity (anti selectivity) was observed when the reaction was carried out in the presence of K₂CO₃.

Key words

tandem reaction - aldol condensation - aqueous media - polymer support - ruthenium catalyst

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1

Present address: Graduate School Division of Engineering, Doshisha University; [e-mail].