Alkylation of 2-Substituted (6-Methyl-2-pyridyl)methyllithium Species with Epoxides
The Journal of Organic Chemistry2008Vol. 74(3), pp. 1374–1376
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Abstract
Substituted (6-methyl-2-pyridyl)methyllithium species were reacted with 1,2-epoxyoctane and 2-methyl-2,3-epoxynonane. The monosubstituted epoxide reacted efficiently with lutidyllithium and a number of 2-substituted (6-methyl-2-pyridyl)methyllithium derivatives. The trisubstituted epoxide gave low yields of adducts with all (2-pyridyl)methyllithium species studied. These results are discussed in the context of a proposed synthesis of cananodine.
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