Electrophile-Mediated Enantiospecific Cross-Couplings for the Synthesis of Heterocycles

含氮杂环是一系列生物活性候选药物和天然产物的重要基序。因此，烷基单元与含氮杂环的sp2-sp3交叉偶联反应是合成的理想目标。然而，目前的方法通常在范围上受到限制或显示出较差的选择性。Aggarwal小组通过硼酸盐配合物进行交叉偶联，硼酸酯前体与芳基锂试剂反应形成，然后激活芳环（或杂环）。这项工作旨在进一步发展这种化学，以实现与吡啶和其他芳香族含氮杂环的区域选择性和对映特异性sp2-sp3交叉偶联。

Nitrogen-containing heterocycles are important motifs in a range of bioactive drug candidates and natural products. Hence sp2-sp3 cross coupling reactions of alkyl units to nitrogen-containing heterocycles are a desirable goal in synthesis. However, current approaches are typically limited in scope or display poor selectivity. The Aggarwal group has worked on cross couplings proceeding via boronate complexes, formed by reaction of boronic ester precursors with aryllithium reagents followed by activation of the aromatic ring (or heterocycle). This work seeks to develop this chemistry further for regioselective and enantiospecific sp2-sp3 cross-couplings to pyridines and other aromatic nitrogen-containing heterocycles.