Ether-directed, stereoselective aza-Claisen rearrangements: Synthesis of the piperidine alkaloid, alpha-conhydrine

Jamieson, A. G. and Sutherland, A. (2007) Ether-directed, stereoselective aza-Claisen rearrangements: Synthesis of the piperidine alkaloid, alpha-conhydrine. Organic Letters, 9, pp. 1609-1611. (doi: 10.1021/ol070424z) (PMID:17371038)

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Abstract

A new approach for the stereoselective synthesis of the piperidine alkaloid (+)-α-conhydrine and its pyrrolidine derivative has been developed using a palladium(II)-catalyzed, MOM-ether-directed aza-Claisen rearrangement and ring-closing metathesis to effect the key steps.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Sutherland, Professor Andrew and Jamieson, Dr Andrew
Authors: Jamieson, A. G., and Sutherland, A.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Organic Letters
Publisher:American Chemical Society
ISSN:1523-7060
ISSN (Online):1523-7052
Published Online:20 March 2007

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