K. Ishimaru et T. Kojima, Diastereoselective synthesis of trans-N-benzyl-2-(2-methylphenyl)-6-phenyl-4-piperidone, HETEROCYCLE, 55(8), 2001, pp. 1591-1597
Diastereoselective synthesis of trans-N-benzyl-2-(2-methylphenyl)-6-phenyl-
4-piperidone (6a) was performed by cycloaddition of the aldimine (1c) with
2-silyloxy-1,3-butadiene in the presence of trimethylsilyl triflate. The us
e of the p-trimethylsilyl substituent of the aromatic ring of the aldimine
gave high diastereoselectivity of the product.