Fig. 3: Alkylation reactions using carbocationoids.
From: Carbocationoids, a concept for controlling highly reactive cationic species
a Reactions using carbocationoids 3a and 3b. Isolated yields are presented unless otherwise noted. * indicates a yield calculated by 1H NMR spectroscopy using an internal standard. The symbols indicate the reaction conditions: †3a [from 4a (3.3 equiv.)] and N-isobutylmorpholine (3.1 equiv.); ‡ 3a [from 4a (2.2 equiv.)] and pempidine (2.1 equiv.); § 3a [from 4a (6.6 equiv.)] and N-isobutylmorpholine (6.3 equiv.); || 3a [from 4a (3.3 equiv.)] and pempidine (3.1 equiv.); ¶ 3a [from 4a (4.4 equiv.)] and pempidine (4.2 equiv.); # 3b [from 4b (3.0 equiv.)] and N-isobutylmorpholine (3.5 equiv.); ✩ 3b [from 4b (2.0 equiv.)] and pempidine (2.3 equiv.); ** 3b [from 4b (3.0 equiv.)] and N-isobutylmorpholine (1.5 equiv.). b Secondary alkylation reaction using carbocationoid 3c.
