title: Gold-catalyzed diastereoselective cycloisomerization of alkylidene-cyclopropane-bearing 1,6-diynes.
abstract: An unprecedented gold-catalyzed diastereoselective cycloisomerization of 1,6-diynes bearing an alkylidene cyclopropane moiety has been developed. This methodology enables rapid access to a variety of 1,2-trimethylenenorbornanes, which are important building blocks in the preparations of abiotic and sesquiterpene core structures.
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599-3290 (USA).
authors.forename: Hongchao
authors.initials: H
authors.lastname: Zheng
authors.forename: Laura L
authors.initials: LL
authors.lastname: Adduci
authors.forename: Ryan J
authors.initials: RJ
authors.lastname: Felix
authors.forename: Michel R
authors.initials: MR
authors.lastname: Gagné
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003521:Cyclopropanes / Q000737:chemistry*; D053280:Diynes / Q000737:chemistry*; D006046:Gold / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D003521:Cyclopropanes; D053280:Diynes; D006046:Gold; C030797:cyclopropane
keywords: 1,6-diynes; cycloisomerization; cyclopropylidenes; gold catalysis; synthetic methods