Organocatalytic asymmetric α-bromination of aldehydes and ketones

Literature Information

Publication Date 2005-08-30
DOI 10.1039/B509366J
Impact Factor 6.222
Authors

Søren Bertelsen, Nis Halland, Stephan Bachmann, Mauro Marigo, Alan Braunton, Karl Anker Jørgensen


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Abstract

The first organocatalytic enantioselective α-bromination of aldehydes and ketones is presented; a C2-symmetric diphenylpyrrolidine catalyst afforded the α-brominated aldehydes in good yields and up to 96% ee, while ketones were α-brominated by a C2-symmetric imidazolidine in up to 94% ee; furthermore, the organocatalytic enantioselective α-iodination of aldehydes is also demonstrated to proceed with up to 89% ee.

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