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Chiral oligomers by iterative tandem catalysis
Authors:van As Bart A C  van Buijtenen Jeroen  Heise Andreas  Broxterman Quirinus B  Verzijl Gerard K M  Palmans Anja R A  Meijer E W
Institution:Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, PO Box 513, 5600 MB Eindhoven, The Netherlands.
Abstract:Iterative tandem catalysis is presented as a flexible tool for obtaining chiral macromolecules from racemic or prochiral monomers. Here, we combine lipase-catalyzed ring-opening of omega-substituted lactones with ruthenium-catalyzed racemization. In a two-pot system, enantioenriched oligomers of 6-methyl-epsilon-caprolactone were synthesized, which could not have been obtained by enzymatic ring-opening alone. A one-pot experiment proved highly promising in developing a novel route toward enantiopure polyesters.
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