Synthesis and Reactivity of Allenylboron Compounds

Organoboron compounds have found widespread application in everyday organic synthesis. The Lewis acidic properties, non-toxicity, stability, and easy commercial availability of organoboron compounds have resulted in considerable attention from organic chemists. Over the last several decades, there has been a sizeable development of new organoboron compounds useful in organic synthesis. Allenylboron compounds have emerged as a promising scaffold for various synthetic transformations, including allenylation and propargylation of carbonyl compounds, imines, activated olefins, and others; hydroboration-allylation with carbonyl/imine, and more. On the other hand, a good number of synthetic methods have evolved over the years to access substituted allenylboron compounds in good yield. This review highlights the methods known to date for the synthesis and reactivity of allenylboron compounds in a chronological manner.

Automated summary

Organoboron compounds have been widely used in everyday organic synthesis due to their Lewis acidic properties, non-toxicity, stability, and easy commercial availability. Among them, allenylboron compounds have emerged as a promising scaffold for various synthetic transformations, and numerous synthetic methods have been developed to access substituted allenylboron compounds in good yield. This review highlights the chronological synthesis and reactivity methods of allenylboron compounds known to date.