120159-13-9Relevant academic research and scientific papers
STEREOCHEMISTRY OF NITROGEN HETEROCYCLES. 67. TRANSFORMATIONS OF STEREOISOMERIC 1-CHLORO-2-METHYL-4-KETO-trans-DECAHYDROQUINOLINES IN AN ACIDIC MEDIUM
Litvinenko, G. S.,Voronenko, L. A.,Isakova, L. A.
, p. 906 - 913 (2007/10/02)
It is shown that epimeric 1-chloro-2-methyl-4-keto-trans-decahydroquinolines in an acidic medium undergo intermolecular monochlorination in the α position relative to the carbonyl group with the formation of epimeric 3e-chloro- and 10a-chloro-2-methyl-4-keto-trans-decahydroquinolines and 2-methyl-4-keto-10-chloro-cis-decahydroquinolines.The mechanism of the transformations is examined, and an assumption regarding the possibility of cis-trans isomerization of the intermediately formed ?-chloronium complex is expressed.
