Asymmetric Cyclopropanation of Styrene Catalyzed by Chiral Macrocyclic Iron(II) ComplexesOrganometallics
Publication VersionPublished Version
AbstractThree chiral tetraaza macrocyclic ligands (4a−c) were synthesized by the cyclization reaction of diamines with dithioaldehydes. The iron(II) complexes of ligands 4a and 4c, as well as two chiral iron(II) porphyrin complexes, FeII(D4-TpAP) and Fe(α2β2-BNP), are efficient catalysts for the cyclopropanation of styrene with diazoacetate reagents. The cyclopropyl esters were produced with high diastereoselectivities and good yields. However, the enantioselectivities were modest at best. The rationalization of the stereoselectivity in these cyclopropanation reactions is presented. The results of a single-crystal X-ray analysis of the ligand 4a are also reported.
Copyright OwnerAmerican Chemical Society
Citation InformationGuodong Du, Bruno Andrioletti, Eric Rose and L. Keith Woo. "Asymmetric Cyclopropanation of Styrene Catalyzed by Chiral Macrocyclic Iron(II) Complexes" Organometallics Vol. 21 Iss. 21 (2002) p. 4490 - 4495
Available at: http://works.bepress.com/l-woo/8/