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Organocatalytic Kinetic Resolution of Racemic Secondary Nitroallylic Alcohols Combined with Simultaneous Desymmetrization of Prochiral Cyclic Anhydrides

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https://figshare.com/articles/dataset/Organocatalytic_Kinetic_Resolution_of_Racemic_Secondary_Nitroallylic_Alcohols_Combined_with_Simultaneous_Desymmetrization_of_Prochiral_Cyclic_Anhydrides/2249629
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This study describes an organocatalytic kinetic resolution of racemic secondary nitroallylic alcohols (2) combined with simultaneous desymmetrization of prochiral cyclic anhydrides (1). The experimental results revealed that enantioselective alcoholysis of 3-substituted glutaric anhydrides afforded hemiesters (3) with high levels of enantioselectivities (up to 99% ee) in the presence of cinchonidine-derived thiourea catalyst (IV). The highly optical enrichment (up to 95% ee) of (S)-nitroallylic alcohols (2) was recovered.
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2016-02-16
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