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Synlett 1999; 1999(12): 1879-1882
DOI: 10.1055/s-1999-2961
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Sequences of Yne-Ene Cross Metathesis and Diels-Alder Cycloaddition Reactions - Modular Solid Phase Synthesis of Substituted Octahydrobenzazepinones

Stephan C. Schürer* , Siegfried Blechert
  • *Institut für Organische Chemie, Technische Universität Berlin, Straße des 17. Juni 135, D-10623 Berlin, Germany; Fax + 49 30/31 42 36 19; E-mail: sibl@wap0105.chem.tu-berlin.de
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Publication Date:
31 December 1999 (online)

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Reaction sequences involving yne-ene cross metathesis and Diels-Alder cycloaddition reactions in solution and on solid support provide rapid access to cyclic cores incorporating variable side chains. A combinatorial approach to substituted octahydrobenzo[c]azepin-3-ones has been developed applying this chemistry in connection with a cyclization/cleavage strategy that gives rise to products of high purity.

yne-ene metathesis - 1,3-dienes - Diels-Alder reactions - cyclization/cleavage - combinatorial chemistry