Homoallylic amines are important precursors in biologically active compounds of both natural and synthetic origin. Access to heterocycles of various ring sizes ranging from azetidines (four) and pyrrolidines (five) to piperidine and quinoline analogues (six) demonstrates the versatile utility of this particular scaffold. Homoallylic amines are typically prepared via the allylation of imine substrates in the presence of a Lewis acid catalyst. Examples of allyl nucleophiles include allylstannanes and allylic organometallics, however these reagents can suffer from air and moisture sensitivity. Allylsilanes can be used in a Sakurai-Hosomi reaction of imines, and have become increasingly popular for environmental and stability reasons. Their reactivity can be modulated by fluoride sources that serve as activators to generate pentavalent silicates. For example, Wang and coworkers reported the addition of allyltrimethylsilane to imines in the presence of TBAF. Yamasaki and coworkers have used allyltrimethoxysilane alongside copper (I) chloride and TBAT to simultaneously activate the allylsilane and substrate to access a number of homoallylic alcohols and amines. These methodologies are limited by their use of a preformed imine as the substrate, requiring a two-step process to access the desired homoallylic amine product from commercially (or synthetically) available carbonyl-containing compounds. To date, there are just three reports of silane-mediated alkylative reductions via three-component (i.e. carbonyl, amine, and allylating agent) reactions (Scheme 1). Phukan demonstrated that iodine could act as a powerful catalyst for the rapid reaction of aliphatic and aromatic aldehydes with benzyl carbamate and allyltrimethylsilane to produce various protected homoallylic amines. Similarly, Ghorai and coworker used a rhenium catalyst to access protected secondary and tertiary homoallylic amines with chemo-and diastereoselectivity. Gandhi and coworker used a chiral disulfonimide catalyst to create an enantioselective version of this reaction. These approaches are limited by the requirement of a terminal carbamate as the nitrogen source, and the latter requires long reaction times (4 -10 days). A reaction that could broaden the scope of this transformation while also improving in the practicality and green-ness of these procedures would enable more ready access to important homoallylic amines. In previous work with 1-hydrosilatrane, we developed metal-and fluoride-free one-pot procedures for the direct reductive amination of aldehydes and ketones to 2° and 3° amines. We envisioned it might be possible to intercept the imine intermediate instead with 1-allylsilatrane to form new C-C bonds during the course of reductive amination and produce valuable building blocks that are amenable to further modifications.