Enantioselective Formation of Stereogenic Carbon–Fluorine Centers by a Simple Catalytic Method

An easy protocol has been developed for the formation of stereogenic carbon–fluorine centers by the organocatalytic asymmetric α-fluorination of aldehydes 1. The 2-fluoroaldehydes 4 are formed with 2 as the fluorinating agent and only 1 mol % of a sterically demanding silylated prolinol 3 as catalyst. The 2-fluoroaldehydes are subsequently reduced to the corresponding alcohols 5 without loss of enantiomeric excess. Supporting information for this article is available on the WWW under http: //www. wiley-vch. de/contents/jc₂002/2005/z500395ₛ. pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.