Hydrostannation of Alkynes

In this Review, we present an overview of hydrostannation of alkynes until the end of 2018. The mechanism of the tin hydride addition on a triple bond in the presence of metal catalysts as Pd, Ru-based complexes, Lewis acids, and under radical conditions is discussed at the beginning of this Review. Then, we discuss stereoselectivity as well as regioselectivity aspects of tin hydride addition on the carbon triple bond using metal-catalysis, radical conditions, or Lewis acids. In each of these items, the reactions will be studied for terminal alkynes and then for internal alkynes. Applications of hydrostannation of alkynes using metal-catalysis is presented in a variety of total syntheses with Pd, Mo, Rh, and Ru-complexes to provide highly functionalized vinyl stannanes derivatives as key-intermediates. Comparison with other methods providing vinyl stannanes using metallostannation followed by protonation is presented before the last section dealing with a summary of classical experimental conditions used to achieve the hydrostannation of alkynes.