Enantioselective intermolecular [2+2] photocycloadditions of isoquinolone mediated by a chiral hydrogen-bonding template

Susannah C. Coote, Thorsten Bach

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98 Scopus citations

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
DOIs
StatePublished - 9 Oct 2013

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