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Issue 39, 2013
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Light-induced stereospecific intramolecular [2+2]-cycloaddition of atropisomeric 3,4-dihydro-2-pyridones§

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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

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Article information


Submitted
01 Oct 2012
Accepted
01 Nov 2012
First published
20 Nov 2012

Chem. Commun., 2013,49, 4346-4348
Article type
Communication

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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