title: Enantioselective cyclization/hydrosilylation of 1,6-enynes catalyzed by a cationic rhodium bis(phosphine) complex.
abstract: [reaction: see text] Reaction of 4,4-dicarbomethoxy-1-octene-6-yne (1) with triethylsilane and a catalytic 1:1 mixture of [Rh(COD)(2)](+) SbF(6)(-) and (R)-BIPHEMP (5 mol %) at 70 degrees C for 90 min gave (Z)-1,1-dicarbomethoxy-3-(1-triethylsilyl)ethylidene-4-methylcyclopentane (2) in 81% isolated yield with 98% de and 92% ee.
authors.affiliation: P. M. Gross Chemical Laboratory, Duke University, Durham, North Carolina 27708-0346, USA.
authors.forename: Harinath
authors.initials: H
authors.lastname: Chakrapani
authors.forename: Cong
authors.initials: C
authors.lastname: Liu
authors.forename: Ross A
authors.initials: RA
authors.lastname: Widenhoefer
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006844:Hydrocarbons, Cyclic / Q000138:chemical synthesis; D009942:Organometallic Compounds / Q000737:chemistry; D012235:Rhodamines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D006844:Hydrocarbons, Cyclic; D009942:Organometallic Compounds; D012235:Rhodamines