Using these optimized conditions, we then explored the reactivity of substituted anilines with benzaldehyde (1b) to make a variety of products. Moderate to excellent yields were obtained for substrates 2b-g and 2l-j, which all feature benzaldehyde as the carbonyl-containing component of the reaction while the aniline is varied. The reactions of p-toluidine (2b) and m-toluidine (2c) were productive. Halogenated substrates p-fluoroaniline (2d), o-fluoroaniline (2e), and p-iodoaniline (2f) also showed excellent conversions for this set of conditions. To our surprise, electron rich substrates p-anisidine and m-anisidine (2g-2h) showed lower yields despite the additional electron density exhibited onto the aniline ring. Substrates 2i-2j were obtained in excellent yields, similar to the halogenated anilines. Aminopyridine substrates (2k-l) (containing additional nitrogens) and ptoluenesulfonamide (2m) showed no reaction. The investigation of the reactions of various substituted aldehydes with aniline also demonstrated promising scope for this method. The general conditions were able to convert a variety of different aryl aldehydes (1a-1f) to homoallylic amines in fair to excellent yields. The reaction was incompatible with the examined aliphatic aldehyde (1g), suggesting different conditions may be required to unlock this transformation. Cinnamaldehyde (1f), which possesses an α,β-unsaturated aldehyde presenting multiple possible reaction pathways, had good conversion.