Photosensitized 2 + 2 Cycloaddition Reaction Using Homochirality Generated by Spontaneous Crystallization

A photosensitized reaction was performed using molecular chirality, which was generated and amplified by the spontaneous crystallization of achiral coumarincarboxamide. The molecular chirality was retained in a cold solution caused by slow racemization and was transferred to optically active products by a photosensitized 2 + 2 cycloaddition reaction with high enantiomeric excesses.

本研究采用分子手性开展光敏反应，该分子手性由非手性香豆素甲酰胺（coumarincarboxamide）的自发结晶过程生成并得到放大。由于缓慢的外消旋化作用，该分子手性可在低温溶液中得以保留，并通过光敏[2+2]环加成反应转移至光学活性产物中，所得产物具有较高的对映体过量值。