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Diastereoselective Photochemical Synthesis of α-Amino-β-hydroxyketones by Photocycloaddition of Carbonyl Compounds to 2,5-Dimethyl-4-isobutyloxazole

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Summary.

The photocycloaddition of aldehydes and α-ketoesters to 2,5-dimethyl-4-isobutyloxazole leads to bicyclic oxetanes with high to moderate (exo) diastereoselectivity that can be easily ring-opened to give α-amino-β-hydroxyketones.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Mansoura University, Mansoura, Egypt

    Samir Bondock

  2. Institute of Organic Chemistry, University of Cologne, Köln, Germany

    Axel G. Griesbeck

Authors
  1. Samir Bondock
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  2. Axel G. Griesbeck
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Correspondence to Samir Bondock.

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Bondock, S., Griesbeck, A. Diastereoselective Photochemical Synthesis of α-Amino-β-hydroxyketones by Photocycloaddition of Carbonyl Compounds to 2,5-Dimethyl-4-isobutyloxazole. Monatsh. Chem. 137, 765–777 (2006). https://doi.org/10.1007/s00706-006-0474-4

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  • DOI: https://doi.org/10.1007/s00706-006-0474-4

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