Issue 39, 2013

Light-induced stereospecific intramolecular [2+2]-cycloaddition of atropisomeric 3,4-dihydro-2-pyridones§

Abstract

Atropisomeric 3,4-dihydro-2-pyridones undergo stereospecific [2+2]-photocycloaddition in solution with high stereoselectivity (ee > 98% and de > 96%) in the product. The chiral transfer during phototransformation was rationalized based on the stability/reactivity of the biradical.

Graphical abstract: Light-induced stereospecific intramolecular [2+2]-cycloaddition of atropisomeric 3,4-dihydro-2-pyridones

Supplementary files

Article information

Article type
Communication
Submitted
01 10 2012
Accepted
01 11 2012
First published
20 11 2012

Chem. Commun., 2013,49, 4346-4348

Light-induced stereospecific intramolecular [2+2]-cycloaddition of atropisomeric 3,4-dihydro-2-pyridones

E. Kumarasamy and J. Sivaguru, Chem. Commun., 2013, 49, 4346 DOI: 10.1039/C2CC37123E

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