Synfacts 2009(4): 0402-0402  
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

Contributor(s): Hisashi Yamamoto, Cheol Hong Cheon
M. Turks, P. Vogel*
Swiss Federal Institute of Technology, Lausanne, Switzerland
Further Information

Publication History

Publication Date:
23 March 2009 (online)


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.