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  • Title: Enantioselective scandium-catalyzed vinylsilane additions: a new approach to the synthesis of enantiopure beta,gamma-unsaturated alpha-hydroxy acid derivatives.
    Author: Evans DA, Aye Y.
    Journal: J Am Chem Soc; 2006 Aug 30; 128(34):11034-5. PubMed ID: 16925415.
    Abstract:
    The development of the Lewis acid-catalyzed alkenylation using trimethylvinylsilanes is described. Both aliphatic and aromatic vinylsilanes were effective nucleophiles at room temperature affording chiral allylic alcohol products in excellent enantioselectivities (97 --> 99% ee) and in moderate to good yields (45-99%). Complete retention of vinysilane geometry was observed where applicable.
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