Table 3 Substrate scope for the enantioselective trap of α-silyl amine-derived radicals

From: Enantioselective radical conjugate additions driven by a photoactive intramolecular iminium-ion-based EDA complex

   9    
Entry n R1 R2 R3 R4 10 [%] Yielda [%] ee
1 1 Me H H H 10a 82 80
2 1 Me Cl H H 10b 62 63
3 1 Me H Cl H 10c 79 84
4 1 Me H F H 10d 81 79
5 1 Me H MeO H 10e 71 83
6 1 Me H H Br 10f 83 80
7 1 Et H H H 10g 57 79
8 1 Et H H Cl 10h 79 81
9 2 Me H Cl H 10i 79 93
  1. Reactions performed over 48 h at 35 °C on a 0.1 mmol scale using 1.5 equiv. of 9 under illumination by a single HP LED (λmax = 420 nm)
  2. aYield and ee measured on the isolated 10 (average of two runs per substrate)