ORGN 119 |
| Addition of diisopropylzinc, diethylzinc and isopropylmagnesium chloride to readily available 2-(2'-pyrimidyl)ferrocenecarbaldehyde takes place with high diastereo-selectivity to afford exclusively the alpha-ferrocenyl alcohol of (R*,pR*) configuration. On the other hand, the addition of ethyl- and methylmagnesium bromide leads to diastereomer mixtures in which the major isomer has the (S*,pR*) configuration. A unified mechanistic model accounting for this stereochemical outcome is proposed. |
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Physical Organic Chemistry, Combinatorial and Process Chemistry, New Reactions and Methodology, Peptides, Proteins and Amino Acids
8:00 PM-10:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Hall A, Poster
Division of Organic Chemistry |