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  • Title: Asymmetric allylboration of ketones catalyzed by chiral diols.
    Author: Lou S, Moquist PN, Schaus SE.
    Journal: J Am Chem Soc; 2006 Oct 04; 128(39):12660-1. PubMed ID: 17002355.
    Abstract:
    Chiral BINOL-derived diols catalyze the enantioselective asymmetric allylboration of ketones. The reaction requires 15 mol % of 3,3'-Br2-BINOL as the catalyst and allyldiisopropoxyborane as the nucleophile. The reaction products are obtained in good yields (76-93%) and high enantiomeric ratios (95:5-99.5:0.5). High diastereoselectivities (dr >/= 98:2) and enantioselectivities (er >/= 98:2) are obtained in the reactions of acetophenone with crotyldiisopropoxyboranes.
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