Highly Diastereoselective Addition of Cinnamylzinc Derivatives to r-Chiral Carbonyl Compounds

Org. Lett., 2008, 10, 117-120 published on 12.08.2007
Org. Lett.
Cinnamylzinc reagents react with cyclic and acyclic r-chiral ketones under very mild conditions (-78 °C, 1 h), yielding the corresponding homoallylic alcohols bearing three adjacent stereocenters with high diastereoselectivity. An extension of this reaction to enantioenriched r-chiral ketones is also described.
TU München