Enantioselective desymmetrization of prochiral 1,3-dinitropropanes via organocatalytic allylic alkylationElectronic supplementary information (ESI) available: Experimental procedures and characterization data for all relevant compounds together with HPLC traces for all the products. CCDC 963860 (3ka) and 963861 (6). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c3cc47645f

An enantioselective desymmetrization of prochiral 1,3-dinitropropanes has been developed which proceeds via enantiogroup differentiating organocatalytic allylic alkylation. Densely functionalized products with two vicinal stereocenters were obtained generally with good to excellent diastereoselectivity (up to >20 : 1 dr) and superb enantioselectivity (up to >99 : 1 er). An enantioselective desymmetrization of prochiral 1,3-dinitropropanes has been developed which proceeds via enantiogroup differentiating organocatalytic allylic alkylation.