| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5225751 | Tetrahedron | 2008 | 7 Pages |
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∗,pR∗) configuration. On the other hand, the addition of ethyl- and methylmagnesium bromide leads to diastereomeric mixtures in which the major isomer has the (S∗,pR∗) configuration. A unified mechanistic model accounting for this stereochemical outcome is proposed.
Graphical abstractAddition of diisopropylzinc, diethylzinc, and isopropylmagnesium chloride to 2-(2′-pyrimidyl)ferrocenecarbaldehyde, readily available either in racemic form or with high enantiomeric purity, takes place with high diastereoselectivity to afford the α-ferrocenyl alcohol of (R∗,pR∗) configuration.Figure optionsDownload full-size imageDownload as PowerPoint slide
