Intramolecular [2+2] Photocycloaddition of Substituted Isoquinolones: Enantioselectivity and Kinetic Resolution Induced by a Chiral Template | Zendy

Austin Kerrie A. B. | Zendy; Herdtweck Eberhardt | Zendy; Bach Thorsten | Zendy

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Intramolecular [2+2] Photocycloaddition of Substituted Isoquinolones: Enantioselectivity and Kinetic Resolution Induced by a Chiral Template

Author(s) -

Austin Kerrie A. B.,

Herdtweck Eberhardt,

Bach Thorsten

Publication year - 2011

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201103051

Subject(s) - intramolecular force , kinetic resolution , chemistry , stereochemistry , substrate (aquarium) , combinatorial chemistry , enantioselective synthesis , catalysis , organic chemistry , biology , ecology

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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