Wachter M P, Adams R E, Cotter M L, Settepani J A
Steroids. 1979 Mar;33(3):287-94. doi: 10.1016/0039-128x(79)90005-9.
Treatment of lumi-estrone 3-methyl ether (I) with acetylene gave the C-17-epimeric compounds lumi-mestranol (3-methoxy-17 alpha-ethynyl-13 alpha-estra-1,3,5(10)-trien-17 beta-ol, III ) and epi-lumi-mestranol (3-methoxy-17 beta-ethynyl-13 alpha-estra-1,3,5(10)-trien-17 alpha-ol, IV). The structures of the two isomers were assigned on the basis of their molecular rotations and shift-reagent experiments in the NMR. The irradiation of estrone 3-methyl ether (II) to provide compound I was investigated in two solvent systems. Minor products of these reactions were the seco-steroids VII, VIII and X.
用乙炔处理鲁米雌酮3-甲醚（I）得到C-17差向异构体化合物鲁米美睾酮（3-甲氧基-17α-乙炔基-13α-雌甾-1,3,5(10)-三烯-17β-醇，III）和表鲁米美睾酮（3-甲氧基-17β-乙炔基-13α-雌甾-1,3,5(10)-三烯-17α-醇，IV）。根据这两种异构体的分子旋光以及核磁共振中的位移试剂实验确定了它们的结构。在两种溶剂体系中研究了照射雌酮3-甲醚（II）以制备化合物I的反应。这些反应的次要产物是开环甾体VII、VIII和X。
