(Hive Bee)
05-17-03 18:35
No 433727
      Robinson-Schöpf reaction: tropinone
(Rated as: Good references!)

Here are a few refs. for the Robinson-Schöpf reaction, involving the synthesis of tropinones from a dialdehyde, methylamine and acetonedicarboxylic acid:

R. Robinson, J. Chem. Soc. (1917) vol 111, p 762, 876
C. Schöpf, Angew. Chem. (1937) vol. 50, p 779, 797
K. Alder et al., Ann. (1956) vol. 601, p 147
R. D. Guthrie, J. F. McCarthy, J. Chem. Soc. (1967), p 62
R. V. Stevens, A. W. M. Lee, J. Am. Chem. Soc. (1979) vol. 101, p 7032
M. Langlois et al., Synth. Commun. (1992) vol 22, p 3115
T. Jarevang et al., Acta Chem. Scand. (1998) vol 52, p 1350


The synthesis of acetonedicarboxylic acid from citric acid can be found in Organic Syntheses, CV 1, 10