A modular approach to catalyst hydrophobicity for an asymmetric aldol reaction in a biphasic aqueous environment.
Catalyst 5, an ion pair consisting of a hydrophilic cation and a lipophilic anion, fulfils the solubility requirements needed to couple efficiency (enantioselectivities and anti-diastereoselectivities up to > or = 99%) and catalyst recyclability in asymmetric aldol reactions under aqueous biphasic conditions.
Lombardo
Marco
M
Dipartimento di Chimica G. Ciamician, Università di Bologna, via Selmi 2, Bologna, Italy. marco.lombardo@unibo.it
Easwar
Srinivasan
S
De Marco
Alessandro
A
Pasi
Filippo
F
Trombini
Claudio
C
D000085:Acetates / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D057927:Hydrophobic and Hydrophilic Interactions; D007093:Imidazoles / Q000737:chemistry; D011392:Proline / Q000737:chemistry; D014867:Water / Q000737:chemistry*
D000085:Acetates; D000447:Aldehydes; D007093:Imidazoles; D014867:Water; D011392:Proline