Portal de Periódicos da CAPES

Enantioselective Intermolecular [2+2] Photocycloadditions of Isoquinolone Mediated by a Chiral Hydrogen-Bonding Template

2013; American Chemical Society; Volume: 135; Issue: 40 Linguagem: Inglês

10.1021/ja408167r

1943-2984

S. C. Coote, Thorsten Bach,

Synthesis and Catalytic Reactions

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).