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Synthesis 2005(12): 1926-1928  
DOI: 10.1055/s-2005-869964
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

A Short Synthetic Route to the Natural Products cis-3-Phenyl-acenaphthene-1,2-diol and 4-Phenyl-benzo[de]isochromene-1,3-dione from Acenaphthylene-chromium Tricarbonyl

Laura R. Izquierdo, Marcos Kenneth, Teresa A. Grillo*, Javier G. Luis
Instituto Universitario de Bio-Orgánica ‘Antonio González’, Universidad de La Laguna, Carretera de la Esperanza 2, 38206 La Laguna, Tenerife, Canary Islands, Spain
Fax: +34(922)318571; e-Mail: tereabad@ull.es;
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Publication History

Received 24 October 2004
Publication Date:
20 June 2005 (online)

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Abstract

Racemic cis-3-phenyl-acenaphthene-1,2-diol (1), a phytoanticipin, and the related phytoalexin, 4-phenyl-benzo[de]iso­chromene-1,3-dione (2) were prepared via a short sequence of reactions from a common intermediate. Dione 2 was also used to prepare the imides 6-8 which are structurally related to a set of recently identified compounds possessing anti-tumor activities.

Key words

total synthesis - phytoanticipins - phytoalexins - acenaphthylene-chromium tricarbonyl

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2

Resistant Musa selected hybrid SH-3481.