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Synlett 1991; 1991(12): 919-920
DOI: 10.1055/s-1991-20923
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Novel Synthesis of 1-Cyanocyclopropane-1-carboxylic Acid and Its Application to the Synthesis of Amino Acids Containing Cyclopropane Rings

Mitsuru Ohno* , Haruhisa Tanaka, Mitsuo Komatsu, Yoshiki Ohshiro
  • *Department of Applied Chemistry, Faculty of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565, Japan
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Publication Date:
07 March 2002 (online)

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1-Cyano-1-trimethylsilylcyclopropanes 1 were efficiently converted to 1-cyanocyclopropane-1-carboxylic acids (2) in the presence of a fluoride ion source under a carbon dioxide atmosphere. This transformation provides a novel route to 1-aminocyclopropane-1-carboxylic acid (ACC), which is found in many plants, and to its homolog 7 (1-aminomethylcyclopropane-1-carboxylic acid).