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  • Title: Organocatalytic asymmetric alpha-bromination of aldehydes and ketones.
    Author: Bertelsen S, Halland N, Bachmann S, Marigo M, Braunton A, Jørgensen KA.
    Journal: Chem Commun (Camb); 2005 Oct 14; (38):4821-3. PubMed ID: 16193126.
    Abstract:
    The first organocatalytic enantioselective alpha-bromination of aldehydes and ketones is presented; a C2-symmetric diphenylpyrrolidine catalyst afforded the alpha-brominated aldehydes in good yields and up to 96% ee, while ketones were alpha-brominated by a C2-symmetric imidazolidine in up to 94% ee; furthermore, the organocatalytic enantioselective alpha-iodination of aldehydes is also demonstrated to proceed with up to 89% ee.
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