The catalytic enantioselective addition of allyltributylstannane to N-protected greek small letter alpha-iminoesters promoted by silver(I) trifluoromethanesulfonate in the presence of chiral imine ligands was studied. After testing several chiral imines derived from 1,2-diaminocyclohexane and binaphthyl diamine a very simple experimental procedure was developed that allowed us to obtain optically active homoallylic amines in very high yields and enantioselectivities up to 71%.
Catalytic, enantioselective allylation of alfa-iminoesters promoted by Silver(I) complexes of chiral imines / F. Colombo, R. Annunziata, M. Benaglia. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 48:15(2007), pp. 2687-2690. [10.1016/j.tetlet.2007.02.071]
Catalytic, enantioselective allylation of alfa-iminoesters promoted by Silver(I) complexes of chiral imines
F. ColomboPrimo
;R. AnnunziataSecondo
;M. BenagliaUltimo
2007
Abstract
The catalytic enantioselective addition of allyltributylstannane to N-protected greek small letter alpha-iminoesters promoted by silver(I) trifluoromethanesulfonate in the presence of chiral imine ligands was studied. After testing several chiral imines derived from 1,2-diaminocyclohexane and binaphthyl diamine a very simple experimental procedure was developed that allowed us to obtain optically active homoallylic amines in very high yields and enantioselectivities up to 71%.
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