title: C(21)-C(40) of tetrafibricin via metal catalysis: beyond stoichiometric chiral reagents, auxiliaries, and premetalated nucleophiles.
abstract: The C(21)-C(40) fragment of fibrinogen receptor inhibitor tetrafibricin was prepared in 12 steps from propane diol (longest linear sequence). In this approach, 6 C-C bonds are formed via asymmetric iridium catalyzed transfer hydrogenative carbonyl allylation and 2 C═C bonds are formed via Grubbs olefin cross-metathesis.
authors.affiliation: University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712, United States.
authors.forename: Esa T T
authors.initials: ET
authors.lastname: Kumpulainen
authors.forename: Byungsoo
authors.initials: B
authors.lastname: Kang
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Krische
mesh_terms: D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D007495:Iridium / Q000737:chemistry*; D018942:Macrolides / Q000138:chemical synthesis*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D018942:Macrolides; C082780:tetrafibricin; D007495:Iridium; D002244:Carbon