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New chiral allylaminosilanes and their use in asymmetric Sakurai reactions

The new allylaminosilanes 2a– c, derived from chiral amines, react with benzaldehyde and pivalaldehyde in the presence of SnCl 4 to give homoallylic alcohols 4a– b with enantiomeric excesses of up to 30%.

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Bibliographic Details
Published in:Tetrahedron: asymmetry 1998-09, Vol.9 (17), p.2979-2981
Main Authors: Bonini, B.F., Comes-Franchini, M., Fochi, M., Mazzanti, G., Ricci, A., Varchi, G.
Format: Article
Language:English
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Description
Summary:The new allylaminosilanes 2a– c, derived from chiral amines, react with benzaldehyde and pivalaldehyde in the presence of SnCl 4 to give homoallylic alcohols 4a– b with enantiomeric excesses of up to 30%.
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(98)00327-9