ChemInform Abstract: Zirconium-Mediated Diastereoselective Coupling Reactions of Chiral Aldimine: Remarkable Temperature-Dependence of Chiral Induction.
Abstract
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ChemInform Abstract
The chiral aldimines (I) react with dibutylzirconocene to form a zircconaaziridine which is further coupled with the aldehydes (II) to yield the threo-amino alcohols (III) and (IV) as the main products. The product ratio of (III) to (IV) remarkably depends on the temperature applied. When the formation of the zirconaaziridine and the subsequent coupling take place at room temperature, the isomer ( III) is obtained predominantly, whereas at 60°C the reversed selectivity is observed.
