Addition of metalloid hydrides to alkynes: Hydrometallation with boron, silicon, and tin

This review covers the synthesis of isolabile vinylmetalloids through hydroboration, hydrosilylation, and hydrostannation, with special focus on recent developments, metal-catalyzed reactions, and synthetically useful methods. 1 Introduction 2 Mechanistic Aspects of Hydrometallation 2.1 Hydroboration 2.2 Hydrosilylation 2.3 Hydrostannation 3 Terminal Alkynes 3.1 Hydroboration of Terminal Alkynes 3.2 Hydrosilylation of Terminal Alkynes 3.3 Hydrostannation of Terminal Alkynes 4 Internal Alkynes 4.1 Hydroboration of Internal Alkynes 4.2 Hydrosilylation of Internal Alkynes 4.3 Hydrostannation of Internal Alkynes 5 Conclusion