Some properties of p-(trimethylsilyl)benzaldehyde

Asymmetric Synthesis of Silylated α-Amino Acid Esters through Dynamic Kinetic Resolution

“…Cp 2 Zr(THF)N(Ph)CH( p -C 6 H 4 SiMe 3 ) (1c). To a solution of 438 mg (1.5 mmol) of Cp 2 ZrCl 2 in THF (10 mL) at −78 °C was added 1.88 mL of 1.6 M BuLi/hexane solution, and the reaction was stirred at this temperature for 0.5 h. 4-Trimethylsilylbenzaldehyde was converted to its phenyl imine, and 380 mg (1.5 mmol) of the latter was dissolved in THF (5 mL) and added to the “zirconocene” solution. The mixture was slowly (6 h) warmed to room temperature and stirred for another h. The solvent was evaporated, and the residue was taken up in benzene (10 mL) and the solution filtered; the filtrate was concentrated to 2−3 mL, and hexane (50 mL) was added.…”