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Synthesis 2011(24): 4027-4032  
DOI: 10.1055/s-0031-1289602
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Novel Method for the Synthesis of (1,8-Dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)acetic Acids on Solid Phase

Raquel M. Cravero*, Liliana E. Luna, Andrea V. Barboza
IQUIR (Instituto de Química Rosario), Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario-Suipacha 531, S2002 LRK Rosario, Argentina
Fax: +54(341)4370477; e-Mail: rcravero@fbioyf.unr.edu.ar;
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Publication History

Received 8 September 2011
Publication Date:
11 November 2011 (online)

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Abstract

We report the first solid-phase synthesis of (1,8- dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)acetic acids via a tandem Michael-Michael cyclization with resin-bound propiolic acid as Michael acceptor and cyclohexanediones.

Key words

polycycles - tandem reactions - cycloadditions - Michael addition - solid-phase synthesis

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