Spontaneous chiral crystallization of achiral materials and absolute asymmetric photochemical transformation using the chiral crystalline environment

Asymmetric transformation using chiral crystals which are derived from chiral crystallization of achiral materials has been summarized. Solid-state photoreaction in the chiral crystal environment provides the reproducible absolute asymmetric synthesis via the cycloaddition reaction, hydrogen abstraction reaction, di-π-methane rearrangement, electrocyclization, and the bond-cleavage reaction. Furthermore, asymmetric syntheses using chiral crystals except solid-state photoreactions such as solid–gas reaction, catalytic asymmetric automultiplication, and the reaction in homogeneous conditions are also reviewed.