94058-66-9Relevant academic research and scientific papers
Synthesis of Optically Active 5,6,7,8-Tetrahydroquinolines
Soccolini, F.,Chelucci, G.,Botteghi, C.
, p. 1001 - 1004 (2007/10/02)
(+)-(R)-5-Methyl- and (+)-(R)-2,5-dimethyl-8-isopropylidene-5,6-dihydro-7H-quinoline, 7 and 11, were synthesized by reaction of (R)-pulegon morpholino-enamine with acrolein or methyl vinyl ketone.The Michael adducts thus formed were reacted with hydroxylammonium hydrochloride in polar media.Compound 7 was also obtained by thermal rearrangement of the O-allyl ether of pulegone oxime.The selectivity of both synthetic methods were rather poor (3o - 49percent).Isolation of 7 and 11 in the pure state was accomplished by preparative glc.
