Homoallylic ketones and pyrroles by way of copper-catalyzed cascade additions of alkyl-substituted vinyl Grignard reagents to esters
AA Dörr, WD Lubell
Index: Doerr, Aurelie A.; Lubell, William D. Canadian Journal of Chemistry, 2007 , vol. 85, # 11 p. 1006 - 1017
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Citation Number: 13
Abstract
Exploring the scope of the copper-catalyzed cascade addition of vinyl Grignard reagents to carboxylic esters, a set of substituted homoallylic ketones (γ, δ-unsaturated ketones) have been synthesized in 11%-94% yields from treatment of methyl 4-methoxybenzoate and methyl N-Boc-β-alaninate with different methyl-, dimethyl-, and phenyl-substituted vinyl Grignard reagents in the presence of catalytic amounts of CuCN in THF. The respective 2, ...
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