Enantioselective [2+2] Photocycloadditions of Isoquinolones using a Chiral Hydrogen-Bonding Template

Susannah Coote, Thorsten Bach

Research output: Contribution to journalArticlepeer-review

Abstract

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).
Original languageEnglish
Pages (from-to)14948-14951
Number of pages4
JournalJournal of the American Chemical Society
Volume135
Issue number40
Publication statusPublished - 30 Sept 2013

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