New chiral dipyridine N-monoxides and N,N′-dioxides, which possess an isopropylidene backbone between two pyridine rings, have been prepared from naturally occurring monoterpenes. Their utility as organocatalysts has been demonstrated in the enantioselective addition of allyltrichlorosilane to aldehydes. Enantioselectivities up to 85% ee have been obtained.

Enantioselective allylation of aldehydes with allyltrichlorosilane promoted by new chiral dipyridylmethane N-oxides / G. Chelucci, N. Belmonte, M. Benaglia, L. Pignataro. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 48:23(2007), pp. 4037-4041.

Enantioselective allylation of aldehydes with allyltrichlorosilane promoted by new chiral dipyridylmethane N-oxides

M. Benaglia;L. Pignataro
2007

Abstract

New chiral dipyridine N-monoxides and N,N′-dioxides, which possess an isopropylidene backbone between two pyridine rings, have been prepared from naturally occurring monoterpenes. Their utility as organocatalysts has been demonstrated in the enantioselective addition of allyltrichlorosilane to aldehydes. Enantioselectivities up to 85% ee have been obtained.
New chiral dipyridine N-monoxides and N,N′-dioxides, which possess an isopropylidene backbone between two pyridine rings, have been prepared from naturally occurring monoterpenes. Their utility as organocatalysts has been demonstrated in the enantioselective addition of allyltrichlorosilane to aldehydes. Enantioselectivities up to 85% ee have been obtained.
Chiral N-oxides ; Enantioselective organocatalysis ; Allylation ; Dipyridylmethane ligands ; Allyltrichlorosilanes
Settore CHIM/06 - Chimica Organica
2007
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/42239
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