4.4 Article

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

Journal

TETRAHEDRON LETTERS
Volume 48, Issue 23, Pages 4037-4041

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.04.028

Keywords

chiral N-oxides; enantioselective organocatalysis; allylation; dipyridylmethane ligands; allyltrichlorosilanes

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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. (c) 2007 Elsevier Ltd. All rights reserved.

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