Highly enantioselective synthesis of cyclopropylphosphonates catalyzed by chiral ruthenium porphyrins.
[reaction: see text] The asymmetric addition of diisopropyl diazomethylphosphonate to styrene derivatives was carried out by using chiral ruthenium porphyrins as catalysts. The reaction proceeded under mild conditions and gave trans-cyclopropylphosphonates with good yields and high ee's (up to 92%). A progressive increase for stereochemical effectiveness exists between enantiomeric excess and the number of chiral goups linked to ruthenium porphyrins.
Laboratoire de Chimie Organométallique et Biologique, UMR 6509, Institut de Chimie,Université de Rennes 1, Campus de Beaulieu, 35042 Rennes Cedex, France.
Yann
Y
Ferrand
Paul
P
Le Maux
Gérard
G
Simonneaux