Journal of the Chemical Society. Perkin transactions I p. 1273 - 1280 (1995)
Update date:2022-08-02
Topics:
Patrick, Graham L.
Treatment of 5-(2-arylethyl)-1,2,3,4,5,6,7,8-octahydroisoquinolines with 48percent HBr resulted in isomerisation of the double bond and subsequent cyclisation at position 6 of the octahydroisoquinoline ring system to give (+/-)-<4aα,4bβ,10bβ,12aβ>-9-halogeno-2-methyl-1,2,3,4,4a,4b,5,6,10b,11,12,12a-dodecahydronaphtho2,1-f>isoquinolines.The products obtained represent novel analogues of aza-D-homoestranes.No reaction was observed with the corresponding 5,5-disubstituted octahydroisoquinolines.An X-ray crystallographic study of compound 10 (X = Br) is described.
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