Journal of Organic Chemistry p. 4276 - 4281 (1990)
Update date:2022-08-03
Topics:
Salauen, Jacques
Marguerite, Jacqueline
Karkour, Belkacem
Cyclopropanecarboxylic acid 3 and cyclopropanone hemiacetal 4 have been tested as possible convenient precursors of the α-aminocyclopropanecarboxylic acid (1), an immediate biosynthetic source of ethylene, the phytohormone which regulates plant growth.While acid 3 was aminated only in low yield and hemiacetal 4 did not submit to the Strecker synthesis, the benzophenone imine of 2-amino-4-chlorobutyronitrile 5, readily available from acrolein, did undergo quantitative base-induced cyclization smoothly under various conditions.
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