title: Diastereo- and Enantioselective Iridium Catalyzed Carbonyl (α-Cyclopropyl)allylation via Transfer Hydrogenation.
abstract: The first examples of diastereo- and enantioselective carbonyl α-(cyclopropyl)allylation are reported. Under the conditions of iridium catalyzed transfer hydrogenation using the chiral precatalyst (R)-Ir-I modified by SEGPHOS, carbonyl α-(cyclopropyl)allylation may be achieved with equal facility from alcohol or aldehyde oxidation levels. This methodology provides a conduit to hitherto inaccessible inaccessible enantiomerically enriched cyclopropane-containing architectures.
authors.affiliation: University of Texas at Austin, Department of Chemistry, 1 University Station - A5300, Austin, TX 78712-1167 (USA).
authors.forename: Ryosuke
authors.initials: R
authors.lastname: Tsutsumi
authors.affiliation: University of Texas at Austin, Department of Chemistry, 1 University Station - A5300, Austin, TX 78712-1167 (USA).
authors.forename: Suckchang
authors.initials: S
authors.lastname: Hong
authors.affiliation: University of Texas at Austin, Department of Chemistry, 1 University Station - A5300, Austin, TX 78712-1167 (USA). mkrische@mail.utexas.edu.
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Krische
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry; D002384:Catalysis; D003521:Cyclopropanes / Q000737:chemistry*; D006865:Hydrogenation; D007495:Iridium / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D003521:Cyclopropanes; D007495:Iridium
keywords: cyclopropane; enantioselective catalysis; green chemistry; iridium; transfer hydrogenation