ol9b04033_si_001.pdf (3.94 MB)
Catalyst Repurposing Sequential Catalysis by Harnessing Regenerated Prolinamide Organocatalysts as Transfer Hydrogenation Ligands
journal contribution
posted on 2019-12-13, 13:13 authored by Frederic Bourgeois, Jonathan A. Medlock, Werner Bonrath, Christof SparrA catalyst repurposing strategy based on a sequential
aldol addition
and transfer hydrogenation giving access to enantiomerically enriched
α-hydroxy-γ-butyrolactones is described. The combination
of a stereoselective, organocatalytic step, followed by an efficient
catalytic aldehyde reduction induces an ensuing lactonization to provide
enantioenriched butyrolactones from readily available starting materials.
By capitalizing from the capacity of prolineamides to act as both
an organocatalyst and a transfer hydrogenation ligand, catalyst repurposing
allowed the development of an operationally simple, economic, and
efficient sequential catalysis approach.
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sequential aldol additionTransfer Hydrogenation Ligandscatalyst repurposing strategyRegenerated Prolinamide Organocatalystsorganocatalytic steptransfer hydrogenation ligandcatalyst Repurposing Sequential Catalysiscatalyst repurposingaldehyde reductionsequential catalysis approachenantioenriched butyrolactonesα- hydroxy -γ-butyrolactonestransfer hydrogenation
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