RSC Publishing


Publishing

 

Cover image for Chemical Communications, select for current issue

Chemical Communications

Urgent high quality communications from across the chemical sciences.



Free access



Communication

Chem. Commun., 2005, 4821 - 4823, DOI: 10.1039/b509366j

Organocatalytic asymmetric -bromination of aldehydes and ketones

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

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

Graphical abstract image for this article (ID: b509366j)