(+)‐Sparteine‐Mediated Substitution of o ‐Benzyl‐ N ‐pivaloylaniline with Ketones

The (+)‐sparteine‐mediated lithiation–substitution of o ‐benzyl‐ N ‐pivaloylaniline with various ketones was investigated. The obtained highly enantioenriched tertiary alcohols were used for the synthesis of alkenyl‐substituted products 12 and 13 as well as 3,3,4‐trisubstituted tetrahydroquinoline derivatives 22 – 24 . The reaction with α,β‐unsaturated ketones afforded highly enantioenriched 1,4‐addition products 28 – 33 and provided a protocol for the asymmetric synthesis of highly substituted tetralin derivative 34 .