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- W4313451663 abstract "Abstract Michael addition reactions are highly useful in organic synthesis and are commonly accomplished using organocatalysts. However, the corresponding biocatalytic Michael additions are rare, typically lack synthetically useful substrate scope, and suffer from low stereoselectivity. Herein we report a biocatalytic nitro‐Michael addition, catalyzed by NahE, that proceeds with low catalyst loading at room temperature in moderate to excellent enantioselectivity and high yields. A series of β‐nitrostyrenes reacted with pyruvate in the presence of NahE to give, after oxidative decarboxylation, β‐aryl‐γ‐nitrobutyric acids in up to 99 % yield without need for chromatography, providing a simple preparative‐scale route to chiral GABA analogues. This reaction represents the first example of an aldolase displaying promiscuous Michaelase activity and opens the use of nitroalkenes in place of aldehydes as substrates for aldolases." @default.
- W4313451663 created "2023-01-06" @default.
- W4313451663 creator A5013409883 @default.
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- W4313451663 date "2022-12-29" @default.
- W4313451663 modified "2023-09-27" @default.
- W4313451663 title "A Type 1 Aldolase, NahE, Catalyzes a Stereoselective Nitro‐Michael Reaction: Synthesis of β‐Aryl‐γ‐nitrobutyric Acids" @default.
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- W4313451663 doi "https://doi.org/10.1002/ange.202214539" @default.
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