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Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents.

ABSTRACT: A chiral primary amine-salicylamide is used as an organocatalyst for the enantioselective conjugate addition of ?,?-disubstituted aldehydes to maleimides and nitroalkenes. The reactions are performed in deep eutectic solvents as reaction media at room temperature, leading to the corresponding adducts with enantioselectivities up to 88% (for maleimides) and 80% (for nitroalkenes). Catalyst and solvent can be recovered and reused.

SUBMITTER: Torregrosa-Chinillach A

PROVIDER: S-EPMC6891809 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents.

Torregrosa-Chinillach Alejandro A Sánchez-Laó Alba A Santagostino Elisa E Chinchilla Rafael R

Molecules (Basel, Switzerland) 20191109 22

A chiral primary amine-salicylamide is used as an organocatalyst for the enantioselective conjugate addition of α,α-disubstituted aldehydes to maleimides and nitroalkenes. The reactions are performed in deep eutectic solvents as reaction media at room temperature, leading to the corresponding adducts with enantioselectivities up to 88% (for maleimides) and 80% (for nitroalkenes). Catalyst and solvent can be recovered and reused. ...[more]

PMID: 31717507

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