Hydroboration of alkynes is of special interest to researchers since it is the most straightforward process for the synthesis of highly important vinylborane synthetic intermediate compounds. It is significant in terms of both regioselectivity and stereoselectivity, since several positional isomers are formed during the process of hydroboration. Given the importance of this class of compounds, an extensive study has been carried out regarding catalytic condition development and detailed mechanistic studies for selectively obtaining a single isomer. This review comprehensively summarizes both the regioselective and stereoselective catalytic hydroboration of alkynes. It is aimed at giving readers accurate knowledge of the catalytic systems available for the hydroboration of certain alkynes. We anticipate that this inclusive review will encourage researchers to explore more new types of catalytic systems to achieve the remarkable process of hydroboration of alkynes. (Figure presented.). © 2021 Wiley-VCH GmbH