The addition of but-3-enylmagnesium bromide and pent-4-enylmagnesium bromide to
N-tert-butanesulfinyl aldimines in toluene as solvent proceeds with high diastereoselectivity to yield
the corresponding products of homoallylation and bis-homoallylation, respectively. The reactions are
diastereoselective, and the configuration of the sulfur atom of the sulfinyl group determined the stereochemical
outcome. The reaction products are aminoalkene derivatives of potential synthetic interest as
precursors of nitrogen containing heterocycles.
Keywords: Homoallylation, bis-homoallylation, diastereoselective addition, N-tert-butanesulfinyl imines, grignard reagents,
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