Fig. 1: α C‒H allylic alkylation of benzylamines with MBH adducts. | Nature Communications

Fig. 1: α C‒H allylic alkylation of benzylamines with MBH adducts.

From: Direct asymmetric α C(sp3)‒H alkylation of benzylamines with MBH acetates enabled by bifunctional pyridoxal catalysts

Fig. 1: α C‒H allylic alkylation of benzylamines with MBH adducts.

a N-Alkylation vs α-C alkylation (SN2’-SN2’) of NH2-unprotected benzylamines. b Representative bioactive γ-aminobutyric acid derivatives. c This work: chiral pyridoxal catalyzed direct asymmetric α C(sp3)‒H alkylation of NH2-unprotected benzylamines with MBH acetates. Ar, aromatic group; Ph, phenyl; SN2’, bimolecular allylic nucleophilic substitution; DBU, 1,8-diazabicyclo[5.4.0]undec-7-ene; DCM, dichloromethane; dr, diastereomeric ratio; ee, enantiomeric excess.

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