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  • Title: Synthesis of new chiral aliphatic amino diselenides and their application as catalysts for the enantioselective addition of diethylzinc to aldehydes.
    Author: Braga AL, Paixão MW, Lüdtke DS, Silveira CC, Rodrigues OE.
    Journal: Org Lett; 2003 Jul 24; 5(15):2635-8. PubMed ID: 12868877.
    Abstract:
    [reaction: see text] A set of chiral aliphatic amino diselenides have been synthesized from readily available starting materials in a straightforward synthetic route via the ring-opening reaction of the parent aziridines. These ligands have been tested as catalysts for the enantioselective addition of diethylzinc to aldehydes. The influence of the alkyl group substituents on the stereoselectivity has been studied, and in the best case, an enantiomeric excess up to 99% could be obtained by using only 0.5 mol % of the chiral diselenide 3a.
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