Silicon-stereogenic organosilanes have attracted heightened attention in various scientific communities including synthetic chemistry, material chemistry, and medicinal chemistry, along with the rapid developments in the catalytic construction of various Si-stereogenic architectures more recently. This review offers a comprehensive overview of catalytic preparation of Si-stereogenic organosilanes by categorizing prochiral starting materials (such as dihydrosilanes, dialkylsilanes, diarylsilanes, dialkenylsilanes, dialkynylsilanes, and other precursors).