Synlett 2006(18): 2993-2996  
DOI: 10.1055/s-2006-948197
LETTER
© Georg Thieme Verlag Stuttgart · New York

Heck Reactions of Quinoline-Derived Nonaflates

Francesca Aulenta, Hans-Ulrich Reissig*
Institut für Chemie und Biochemie, Freie Universität Berlin, Takustr. 3, 14195 Berlin, Germany
Fax: +49(30)83855367; e-Mail: hans.reissig@chemie.fu-berlin.de;
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Publikationsverlauf

Received 4 April 2006
Publikationsdatum:
04. August 2006 (online)

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Abstract

An efficient synthesis of a series of quinolyl-substituted ketones or ketone precursors via the Heck reaction of 6- or 8-quinolyl nonaflates with an appropriate selection of olefins is ­presented. These ketones are useful building blocks for the dia­stereoselective construction of azapolycycles via SmI2-induced ­intramolecular cyclization of (het)aryl-substituted ketones.