Fig. 3: Results of NMR studies.
From: Non-enzymatic catalytic asymmetric cyanation of acylsilanes
a TMSCN:3a = 1:1. b TMSCN:i-PrOH = 1:1. c TMSCN:MeOH:3a = 2:1:0.05; the generation of TMSOTMS was also observed in 12% yield. d TMSCN:i-PrOH:3a = 2:1:0.05; the generation of TMSOTMS was also observed in 18% yield. The reaction mixtures were stirred in CDCl3 at –78 °C, and NMR analyses were carried out at –60 °C to prevent the solutions from freezing in the NMR sample tubes. Yields are values calculated with 1.0 equivalent of starting material, identified as 100%, and the theoretical maximum yield of TMSCN recovered under the conditions described in equations c and d is 200%.
