Abstract
Addition of diisopropylzinc, diethylzinc, and isopropylmagnesium chloride to readily available 2-(2′-pyrimidyl)ferrocenecarbaldehyde takes place with high diastereoselectivity to afford exclusively the α-ferrocenyl alcohol of ( R ∗,p R ∗) configuration. On the other hand, the addition of ethyl- and methylmagnesium bromide leads to diastereomeric mixtures in which the major isomer has the ( S ∗,p R ∗) configuration. A unified mechanistic model accounting for this stereochemical outcome is proposed.
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