Ether-directed palladium(II)-catalysed aza-Claisen rearrangements: studies on the origin of the directing effect

Jamieson, A. G. and Sutherland, A. (2007) Ether-directed palladium(II)-catalysed aza-Claisen rearrangements: studies on the origin of the directing effect. Tetrahedron, 63, pp. 2123-2131. (doi: 10.1016/j.tet.2006.12.067)

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Abstract

Four new chiral δ-substituted allylic trichloroacetimidates have been synthesised to probe the origin of the high diastereoselectivity observed for the MOM-ether directed palladium(II)-catalysed aza-Claisen rearrangement. Rearrangement of these compounds has not only provided strong evidence for this directing effect but also that during the rearrangement both oxygen atoms from the MOM-ether are involved in coordinating to and directing the palladium(II) catalyst.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Jamieson, Dr Andrew and Sutherland, Professor Andrew
Authors: Jamieson, A. G., and Sutherland, A.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Tetrahedron
Publisher:Elsevier
ISSN:0040-4020
ISSN (Online):1464-5416
Published Online:28 December 2006

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