Lewis Base??Catalyzed Addition of Trialkylaluminum Compounds to Epoxides
C Schneider, J Brauner
Index: Schneider, Christoph; Brauner, Joerg European Journal of Organic Chemistry, 2001 , # 23 p. 4445 - 4450
Full Text: HTML
Citation Number: 22
Abstract
Abstract A novel concept for catalytic epoxide alkylation has been developed. Lewis bases like phosphanes, arsanes, stibanes, and sulfides were found to catalyze the alkylation of symmetrical epoxides with trialkylaluminum compounds very effectively at a 5 mol% level. Cyclic as well as acyclic epoxides were readily alkylated in good yields. In reactions with terminal epoxides a significant enhancement of rate and/or regioselectivity was noted in ...
Related Articles:
Fluorous dimethyl sulfide: A convenient, odorless, recyclable borane carrier
[Crich, David; Neelamkavil, Santhosh Organic Letters, 2002 , vol. 4, # 23 p. 4175 - 4177]
[Hudrlik, Paul F.; Hudrlik, Anne M.; Kulkarni, Ashok K. Journal of the American Chemical Society, 1982 , vol. 104, # 24 p. 6809 - 6811]
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]