Abstract
Cyclopropane amino acids have attracted the attention of synthetically and biologically oriented chemists throughout the last decade. Most efforts have been directed towards 1-aminocyclopropane carboxyclic acid (ACC), the natural precursor of the phytohormone ethylene,1 and its derivatives. Other natural cyclopropane amino acids as well as artificial ones were used as enzyme inhibitors for receptor and metabolism studies.2 We report here a new synthetic approach to a wide variety of cyclopropyl-substituted amino acids including the natural products cleonin (1) (1-hydroxycyclopropyl-glycin)3 and 1-methylcyclopropyl- glycin (2).4
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References
Z. Prochazka, Chemiche Listy 79 (1985) 1043.
C. J. Suckling, Angew. Chem. 100 (1988) 555; Angew. Chem. Int. Ed. Engl. 27 (1988) 537. - J. E. Baldwin, R. M. Adlington, B. Domayne-Hayman, G. Knight, H. H. Ting, J. Chem. Soc., Chem. Comm. (1987) 1661.
K. Kato, T. Takita, H. Umezawa, Tetrahedron Lett. 21 (1980) 4925.
J.-I. Shoji, R. Sakazaki, T. Kato, Y. Yoshimura, S. Matsuura, K. Tori, J. Antibiotics 34 (1981) 371.
Th. Liese, G. SplettstdBer, A. de Meijere, Angew. Chem. 94 (1982) 799; Angew. Chem. Int. Ed. Engl. 21 (1982) 784. - Th. Liese, F. Seyed-Mahdavi, A. de Meijere, Org. Synth. (1988) in press.
F. Seyed-Mahdavi, S. Teichmann, A. de Meijere, Tetrahedron Lett. 27 (1986) 6185. F. Seyed-Mahdavi, Dissertation, Universitat Hamburg 1986.
Th. Liese, S. Teichmann, A. de Meijere, Synthesis (1988)25. - S. Teichmann, Dissertation, Universitat Hamburg 1988.
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© 1989 Kluwer Academic Publishers
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Krass, N., Wessjohann, L., Yu, D., de Meijere, A. (1989). Cyclopropyl Group Containing Amino Acids From α-Chlorocyclopropylidenacetates. In: de Meijere, A., Blechert, S. (eds) Strain and Its Implications in Organic Chemistry. NATO ASI Series, vol 273. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-0929-8_42
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DOI: https://doi.org/10.1007/978-94-009-0929-8_42
Publisher Name: Springer, Dordrecht
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