Intramolecular [2+2] photocycloaddition of substituted isoquinolones: enantioselectivity and kinetic resolution induced by a chiral template |
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| Authors: | Austin Kerrie A B Herdtweck Eberhardt Bach Thorsten |
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| Institution: | Department Chemie and Catalysis Research Center (CRC), Technische Universit?t München, Lichtenbergstrasse 4, 85747 Garching (Germany) http://www.oc1.ch.tum.de/home/ |
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| Abstract: | From simple to complex: Starting from easily accessible isoquinolones 1 (X=Br, OH), complex cyclobutane photoproducts such as compound 2 can be obtained with high enantioselectivity (88-96?%?ee) through the use of a chiral template. Compound 3, which was isolated in 53?%?ee starting from a racemic substrate, is the product of a unique, unprecedented kinetic resolution process. |
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| Keywords: | cycloaddition enantioselectivity hydrogen bonds kinetic resolution photochemistry |
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