Highly diastereoselective addition of cinnamylzinc derivatives to alpha-chiral carbonyl compounds.
Cinnamylzinc reagents react with cyclic and acyclic alpha-chiral ketones under very mild conditions (-78 degrees C, 1 h), yielding the corresponding homoallylic alcohols bearing three adjacent stereocenters with high diastereoselectivity. An extension of this reaction to enantioenriched alpha-chiral ketones is also described.
Dunet
Guillaume
G
Department Chemie und Biochemie, Ludwig-Maximilians-Universität, Butenandtstrasse 5-13, 81377 München, Germany.
Mayer
Peter
P
Knochel
Paul
P