title: Aza-Piancatelli rearrangement initiated by ring opening of donor-acceptor cyclopropanes.
abstract: The development of a new platform to initiate the cascade rearrangement of furans for the formation of functionalized cyclopentenone building blocks is reported. This methodology allows the creation of congested vicinal stereogenic centers with high diastereoselectivity through a 4π-electrocyclization process.
authors.affiliation: Department of Chemistry & Biochemistry, University of California, Santa Barbara, California 93106-9510, USA.
authors.forename: Donald R
authors.initials: DR
authors.lastname: Wenz
authors.forename: Javier
authors.initials: J
authors.lastname: Read de Alaniz
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003517:Cyclopentanes / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D004583:Electrons; D005663:Furans / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001372:Aza Compounds; D003517:Cyclopentanes; D003521:Cyclopropanes; D005663:Furans; C013905:cyclopentenone