Fluorous dimethyl sulfide: A convenient, odorless, recyclable borane carrier
D Crich, S Neelamkavil
Index: Crich, David; Neelamkavil, Santhosh Organic Letters, 2002 , vol. 4, # 23 p. 4175 - 4177
Full Text: HTML
Citation Number: 35
Abstract
Borane gas and 2-(perfluorooctyl) ethyl methyl sulfide form a solid comprised of an approximately 1: 1 mixture (fluorous BMS) of sulfide and the corresponding sulfide-borane. Fluorous BMS permits hydroboration of alkenes in a dichloromethane/perfluorinated hydrocarbon mixture with subsequent recycling of the fluorous sulfide by fluorous extraction. The use of fluorous BMS in the asymmetric reduction of ketones catalyzed by a chiral ...
Related Articles:
[Hudrlik, Paul F.; Hudrlik, Anne M.; Kulkarni, Ashok K. Journal of the American Chemical Society, 1982 , vol. 104, # 24 p. 6809 - 6811]
Lewis Base??Catalyzed Addition of Trialkylaluminum Compounds to Epoxides
[Schneider, Christoph; Brauner, Joerg European Journal of Organic Chemistry, 2001 , # 23 p. 4445 - 4450]
Copper-catalysed aerobic oxidation of alcohols using fluorous biphasic catalysis
[Tetrahedron, , vol. 58, # 20 p. 3985 - 3991]
Free-radical hydroxylation reactions of alkylboronates
[Alexakis, A.; Jachiet, D.; Normant, J. F. Tetrahedron, 1986 , vol. 42, # 20 p. 5607 - 5620]
Lithium aluminum hydride-aluminum hydride reduction of sultones
[Smith, Michael B.; Wolinsky, Joseph Journal of Organic Chemistry, 1981 , vol. 46, p. 101 - 106]