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Synfacts 2009(4): 0402-0402
DOI: 10.1055/s-0028-1087877
DOI: 10.1055/s-0028-1087877
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of 5-Alkoxycyclohex-2-enones by Ring-Closing Metathesis
M. Turks, P. Vogel*
Swiss Federal Institute of Technology, Lausanne, Switzerland
Further Information
Publication History
Publication Date:
23 March 2009 (online)
Significance
The authors reported the synthesis of optically active 5-alkoxy-6-methylcyclohex-2-en-1-one derivatives. The synthesis of these compounds is a challenge because they are prone to undergo β-eliminations generating the corresponding phenols, under basic or acidic conditions. Because of the neutral conditions for ring-closing metathesis, 5-alkoxycyclohex-2-enone could be obtained without β-elimination.