Allylation of Ketones with a Ferrocene‐Based Planar Chiral Lewis Acid

R. Boshra, A. Doshi, Frieder Jäkle

Angewandte Chemie International Edition · 2007 · 31 citations · 21 references

Concepts

Abstract

Flat, like your hand: The heteronuclear bidentate Lewis acid 1,2-Fc(BMeCl)(SnMe2Cl) is readily resolved into its constituent enantiomers through highly stereoselective complexation with N-methylpseudoephedrine. The resulting planar chiral Lewis acids show optical purities greater than 97 % and, upon conversion to the respective allylborane derivatives (see scheme), rapidly add to ketones with enantiomeric excess of up to 80 %. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z704687_s.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.

References

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