Table 2 Investigation of α,β-unsaturated aldehyde scope.a

From: The combination of asymmetric hydrogenation of olefins and direct reductive amination

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  1. aReaction conditions: [Rh]/Segphos/1/2a = 1:1.1:100:100; 1 0.3 mmol, solvent 4 mL with the MeOAc/DMF ratio at 4:1, 60 °C, 24 h. MS = molecular sieves, 0.3 g. Yields were isolated yields. Enantiomeric excesses were determined by chiral HPLC. PMP = 4-methoxyphenyl.
  2. b2 mol% Rh–(R)-DM-Segphos was used. No NaSbF6 was added. DM-Segphos = 5,5′-Bis[di(3,5-xylyl)phosphino]-4,4′-bi-1,3-benzodioxole.
  3. c2 mol% catalyst was used.
  4. dThe amine source was p-anisidine. The reaction temperature was 70 °C.
  5. eThe amine source was p-anisidine.