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Concise synthesis of (±)-horsfiline and (±)-coerulescine by tandem cyclisation of iodoaryl alkenyl azides

Lizos, D.E. and Murphy, J.A. (2003) Concise synthesis of (±)-horsfiline and (±)-coerulescine by tandem cyclisation of iodoaryl alkenyl azides. Organic and Biomolecular Chemistry, 1 (1). pp. 117-122. ISSN 1477-0520

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Abstract

A brief, efficient and economical synthesis of the spiropyrrolidinyloxindoles, horsfiline and coerulescine, has been achieved, starting from itaconic acid and, respectively, p-anisidine or o-iodoaniline. Tandem radical cyclisation of iodoaryl alkenyl azides is the key step in both syntheses.

Item type: Article
ID code: 23085
Keywords: formal total synthesis, oxindole alkaloids, spirotryprostain-B, radical cyclization, asymmetric nitroolefination, horsfiline, Chemistry, Biochemistry, Organic Chemistry, Physical and Theoretical Chemistry
Subjects: Science > Chemistry
Department: Faculty of Science > Pure and Applied Chemistry
Related URLs:
    Depositing user: Strathprints Administrator
    Date Deposited: 14 Jul 2010 12:07
    Last modified: 05 Sep 2014 04:39
    URI: http://strathprints.strath.ac.uk/id/eprint/23085

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