A Sequential Umpolung/Enzymatic Dynamic Kinetic Resolution Strategy for the Synthesis of γ-Lactones |
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Authors: | Mark A Maskeri Malte L Schrader Prof Dr Karl A Scheidt |
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Institution: | Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Northwestern University, Silverman Hall, Evanston, Illinois, 60208 USA |
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Abstract: | Combining biological and small-molecule catalysts under a chemoenzymatic manifold presents a series of significant advantages to the synthetic community. We report herein the successful development of a two-step/single flask synthesis of γ-lactones through the merger of Umpolung catalysis with a ketoreductase-catalyzed dynamic kinetic resolution, reduction, and cyclization. This combined approach delivers highly enantio- and diastereoenriched heterocycles and demonstrates the feasibility of integrating NHC catalysis with enzymatic processes. |
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Keywords: | chemoenzymatic catalysis ketoreductase enzyme N-heterocyclic carbene catalysis photoredox catalysis sequential catalysis |
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