Fig. 2: Synthetic utility. | Communications Chemistry

Fig. 2: Synthetic utility.

From: Asymmetric C(sp3)–H functionalization of unactivated alkylarenes such as toluene enabled by chiral Brønsted base catalysts

Fig. 2

a Gram-scale reaction, Reaction conditions: 1a (10 mmol), toluene (20 mL), KCH2SiMe3 (0.75 mmol), KHMDS (0.75 mmol), L6 (0.83 mmol), −78 °C, 18 h. b In-situ preparation of imine, Reaction conditions: benzaldehyde (2.0 mmol), the corresponding amine (2.04 mmol), toluene (4 mL), KCH2SiMe3 (0.15 mmol), KHMDS (0.15 mmol), L6 (0.17 mmol), −78 °C, 18 h. c Transformation to free amine and further derivatization. d Transformation to 1,2,3,4-tetrahydroisoquinoline. aAfter recrystallization.

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