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

Chelucci, Giorgio Adolfo and Belmonte, Nicola and Benaglia, Maurizio and Pignataro, Luca (2007) Enantioselective allylation of aldehydes with allyltrichlorosilane promoted by new chiral dipyridylmethane N-oxides. Tetrahedron Letters, Vol. 48 (23), p. 4037-4041. ISSN 0040-4039. Article.

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DOI: 10.1016/j.tetlet.2007.04.028

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.

Item Type:Article
ID Code:2462
Status:Published
Refereed:Yes
Uncontrolled Keywords:Chiral N-oxides, enantioselective organocatalysis, allylation, dipyridylmethane ligands, allyltrichlorosilanes
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Publisher:Elsevier
ISSN:0040-4039
Deposited On:18 Aug 2009 10:07

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