title: Enantioselective intramolecular C-H insertion reactions of donor-donor metal carbenoids.
abstract: The first asymmetric insertion reactions of donor-donor carbenoids, i.e., those with no pendant electron-withdrawing groups, are reported. This process enables the synthesis of densely substituted benzodihydrofurans with high levels of enantio- and diastereoselectivity. Preliminary results show similar efficiency in the preparation of indanes. This new method is used in the first enantioselective synthesis of an oligoresveratrol natural product (E-δ-viniferin).
authors.affiliation: Department of Chemistry, University of California , One Shields Avenue, Davis, California 95616, United States.
authors.forename: Cristian
authors.initials: C
authors.lastname: Soldi
authors.forename: Kellan N
authors.initials: KN
authors.lastname: Lamb
authors.forename: Richard A
authors.initials: RA
authors.lastname: Squitieri
authors.forename: Marcos
authors.initials: M
authors.lastname: González-López
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Di Maso
authors.forename: Jared T
authors.initials: JT
authors.lastname: Shaw
mesh_terms: D002384:Catalysis; D005663:Furans / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D000077185:Resveratrol; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013267:Stilbenes / Q000737:chemistry*
chemical_list: D005663:Furans; D009942:Organometallic Compounds; D013267:Stilbenes; D012238:Rhodium; D000077185:Resveratrol