Organoboronic Esters in the Construction of Stereodefined Cyclic and Acyclic Molecules
The construction of stereodefined molecules, remains a significant challenge in modern organic chemistry. Despite considerable advancements in stereoselective synthesis, the increasing demand for complex and functionally diverse compounds continues to push the boundaries of current approaches. Among these efforts, the synthesis of stereodefined acyclic molecules stands out as a particularly dynamic area of research. Organoboron compounds have emerged as an indispensable and very useful tool in addressing these challenges due to their high functional group tolerance, low toxicity, and unique reactivity, which enables also the efficient formation of C–C bonds. Traditionally, organoboron compounds were utilized in hydroboration reactions and transition-metal-catalyzed cross-coupling processes, such as the Suzuki–Miyaura coupling. Beyond these classical roles, organoboron compounds have enabled transformative stereoselective reactions, including the 1,2-metalate rearrangement.
In this seminar, I will discuss how boron can be incorporated into stereoselective synthesis, highlighting approaches developed in our group for the construction of stereodefined molecules, both cyclic and acyclic. Additionally, I will illustrate how boron, in the form of specific functional groups, serves as a versatile chemical handle, enabling further functionalization of complex molecular frameworks.
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