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The first examples of enantioselective intermolecular 2+2 photocycloadditions of isoquinolone with alkenes are reported. Photoreactions were carried out at low temperature in the presence of a chiral hydrogen-bonding template, which effectively shields one face of the substrate through formation of a hydrogen-bonded supramolecular complex. Functionalized cyclobutane products were obtained in excellent yields (86-98%) and with outstanding regio-, diastereo-, and enantioselectivity (88-99% ee).
Coote et al. (Mon,) studied this question.