An Asymmetric Organocatalytic Aldol Reaction of a Hydrophobic Aldehyde in Aqueous Medium Running in Flow ModeEU-Research Project ONE-FLOW (“Catalyst Cascade Reactions in ‘One-Flow’ within a Compartmentalized, Green-Solvent ‘Digital Synthesis Machinery’ – End-to-End Green Process Design for Pharmaceuticals”), Work programme: EU proposal 737266.
Received: 06 November 2018
Accepted: 09 November 2018
07 January 2019 (online)
Dedicated to Professor Dr. Jürgen Martens on the occasion of his 70th birthday
Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue
Reaction conditions have been identified to conduct a one-pot asymmetric organocatalytic aldol reaction with a hydrophobic substrate in aqueous medium via a process running in flow mode. By employing a mixture of water and 2-propanol, a hydrophobic aldehyde and 3.6 mol% of an organocatalyst, this microreactor process affords the desired aldol adduct with a conversion of 74% and an enantioselectivity of 89% after a reaction time of 60 minutes.
- 1 Present address: School of Chemical Engineering, The University of Adelaide, Adelaide, South Australia 5005, Australia.
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