Optically active α-quaternary amino acids have received much attention because of the important biomedical applications implicated for compounds containing this structure. Additionally, asymmetric synthesis of highly functionalized chiral α-quaternary amino esters with vicinal stereocenters by a single catalyst is still a great challenge due to the difficulty in stereocontrol of the configurations. Here, we develop a copper-catalyzed highly diastereo- and enantioselective three-component coupling of allenes, diboron, and ketiminoesters to access chiral quaternary amino esters with adjacent stereocenters. The stereochemical control is enabled by using bulky C₂-symmetric N-heterocyclic carbene (NHC) as a chiral ligand. This protocol also features mild reaction conditions, wide substrate scope, and may subsequently have diverse applications in organic synthesis.

旋光性α-季氨基酸由于其重要的生物医学应用而备受关注，因为这种应用涉及含有这种结构的化合物。另外，由于难以立体控制构型，通过单一催化剂不对称合成具有邻位立体中心的高度官能化的手性α-季氨基酯仍然是巨大的挑战。在这里，我们开发了铜催化的Allenes，Diboron和ketiminoesters的高度非对映异构和对映选择性的三组分偶联，以访问具有相邻立体中心的手性季氨基酯。通过使用大体积的C ₂可以进行立体化学控制对称的N-杂环卡宾（NHC）作为手性配体。该方案还具有温和的反应条件，广泛的底物范围，并且随后可能在有机合成中具有多种应用。