Fig. 3
From: Asymmetric synthesis of γ-branched amines via rhodium-catalyzed reductive amination
Scope of amine nucleophiles for the reductive amination of allylamine. a: General reaction conditions: 1a (0.24 mmol, 1.0 equiv, E/Z = 97.5:2.5, 40 °C for 1st step) or 1b (0.24 mmol, 1.0 equiv, E/Z > 99:1, 60 °C for 1st step) nucleophile 2 (1.2 equiv), hydrogen donor (3.0 equiv), THF (1.2 M). b: For 3a–3g, HCO2H used as H2 donor at 60 °C for 2nd step; For 3h–3n, NaBH4 (1.5 equiv) used as reductant at 0 °C to rt for 2nd step. c: 2c and 2d added together with HCO2H. d: No nucleophile added. e: (S)-BINAP used. f: 2k, 2l, and 2n added after isomerization. See supplementary methods for details. dr diastereomeric ratio
