Ionic liquids: a convenient solvent for environmentally friendly allylation reactions with tetraallylstannane
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Charles M Gordon and Adam McCluskey
Abstract
Ionic liquids based on the 1-butyl-3-methylimidazolium cation have been used as solvents for the preparation in good yield of homoallylic alcohols from tetraallylstannane and a range of aldehydes.
References
W. P. Neumann and J. Junggebauer, Tetrahedron, 1997, 53, 1361 CrossRefCAS.
R. Breslow and J. Light, Tetrahedron Lett., 1990, 31, 2957 CrossRefCAS.
C. J. Adams, M. J. Earle, G. Roberts and K. R. Seddon, Chem. Commun., 1998, 2097 RSC.
P. J. Dyson, D. J. Ellis, D. G. Parker and T. Welton, Chem. Commun., 1999, 25 RSC.
(a) M. J. Earle, P. B. McCormac and K. R. Seddon, Green Chem., 1999, 1, 23 RSC;
(b) T. Fischer, A. Sethi, T. Welton and J. Woolf, Tetrahedron Lett., 1999, 40, 793 CrossRefCAS.
J. A. Berson, Z. Hamlet and W. A. Mueller, J. Am. Chem. Soc., 1962, 84, 297 CrossRefCAS.
For reviews see: Y. Yamamoto and N. Asao, Chem. Rev., 1993, 93, 2207 Search PubMed; J. A. Marshall, Chem. Rev., 1996, 96, 31 CrossRefCAS.
(a) A. Yanagisawa, H. Inoue, M. Morodome and H. Yamamoto, J. Am. Chem. Soc., 1993, 115, 10 356 CrossRefCAS;
(b) T. M. Cokley, R. L. Marshall, A. McCluskey and D. J. Young, Tetrahedron Lett, 1996, 37, 1905 CrossRefCAS;
(c) T. M. Cokley, P. J. Harvey, R. L. Marshall, A. McCluskey and D. J. Young, J. Org. Chem., 1997, 62, 1961 CrossRefCAS;
(d) A. McCluskey, I. Wayan Muderawan, Muntari and D. J. Young, Synlett, 1998, 8, 909.
J. S. Wilkes and M. J. Zaworotko, J. Chem. Soc., Chem. Commun., 1992, 965 RSC.
D. Furlani, D. Marton, G. Tagliavini and M. Zordan, J. Organomet. Chem., 1988, 341, 345 CrossRefCAS.
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