Facile Synthesis of Enantioenriched Cγ-Tetrasubstituted α-Amino Acid Derivatives via an Asymmetric Nucleophilic Addition/Protonation Cascade
收藏Figshare2016-02-23 更新2026-04-29 收录
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https://figshare.com/articles/dataset/Facile_Synthesis_of_Enantioenriched_C_sup_sup_Tetrasubstituted_Amino_Acid_Derivatives_via_an_Asymmetric_Nucleophilic_Addition_Protonation_Cascade/2655952
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An asymmetric nucleophilic addition/protonation reaction of 3-substituted oxindoles and ethyl 2-phthalimidoacrylate has been described. This strategy can give direct access to Cγ-tetrasubstituted α-amino acid derivatives bearing 1,3-nonadjacent stereocenters with up to 98% yield, 94:6 dr, and >99% ee. Dual activation is proposed in the transition state, and the opposite enantiomers can be obtained simply by changing cinchonidine-derived catalyst to the cinchonine analogue.
创建时间：
2016-02-23
