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  • Title: Proline-based N-oxides as readily available and modular chiral catalysts. Enantioselective reactions of allyltrichlorosilane with aldehydes.
    Author: Traverse JF, Zhao Y, Hoveyda AH, Snapper ML.
    Journal: Org Lett; 2005 Jul 21; 7(15):3151-4. PubMed ID: 16018608.
    Abstract:
    [reaction: see text]. A proline-based N-oxide is identified that serves as an effective catalyst for the reaction of allyltrichlorosilane with aryl and alpha,beta-unsaturated aldehydes at room temperature to afford the desired homoallylic alcohols in up to 92% ee. The chiral catalyst can be easily prepared from optically pure proline in three simple steps and 60% overall yield.
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