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The title products are prepd. in high yields via refluxing in protic or aprotic solvents in the presence of arom. sulfonic acids or strong inorg. acids. D-13β-Ethyl-3-methoxy-1,3,5(10),8-gonatetraen-17β-ol in THF contg. NaH was refluxed for 1 h, benzyl bromide was added, and the reaction mixt. was allowed to react for 5 h to give 95% D-117β-(benzyloxy)-3β-ethyl-3-methoxy-1,3,5(10),8-gonatetraene, which was refluxed with 4-MeC6H4SO3H in HOAc-benzene for 9 h to give, after treatment with 10% NaOH, 89% D-117β-(benzyloxy)-3β-ethyl-3-methoxy-1,3,5(10),9(11)-gonatetraene. [on SciFinder(R)]

Type

Patent

Keywords

estratetraene isomerization