title: Diversity-oriented synthesis of disubstituted alkenes using masked silanols.
abstract: The regio- and stereoselective synthesis and subsequent Hiyama cross coupling of pentafluorophenyldimethylvinylsilanes has been developed, thus providing a convenient and robust method for the diversity-oriented synthesis of (E)-, (Z)- and alpha-disubstituted alkenes from terminal alkynes. Pentafluorophenyldimethylvinylsilanes undergo cross-coupling reactions with excellent selectivity and in good yields, offering an attractive alternative to existing masked silanols.
authors.affiliation: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK CB2 1EW.
authors.forename: Hannah F
authors.initials: HF
authors.lastname: Sore
authors.forename: David T
authors.initials: DT
authors.lastname: Blackwell
authors.forename: Simon J F
authors.initials: SJ
authors.lastname: Macdonald
authors.forename: David R
authors.initials: DR
authors.lastname: Spring
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D012821:Silanes / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D000480:Alkynes; D006845:Hydrocarbons, Fluorinated; D012821:Silanes; C082343:silanol