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在三氯化铝存在下,将己酰溴与乙炔反应,得到了氯代反式辛烯-1-酮-3(Ⅰc),并推测了反应历程。氯代辛烯酮(Ⅰc)可在戊酮-2或甲基异丁基酮中与溴化锂发生交换反应,得溴代辛烯酮(Ⅰd),此物与甲基溴化镁进行格氏反应,再用二氢吡喃或三甲基氯硅烷保护羟基,得相应的四氢吡喃醚(Ⅱd)或硅醚(Ⅱe),并拟用1,4-加成方法将其引入取代的环戊烯酮中作为15-甲基前列腺素的侧链。
Hexanoyl bromide was reacted with acetylene in the presence of aluminum trichloride to give trans-octen-1-one-3 (Ⅰc) chloride, and the reaction mechanism was presumed. Chloro-octenone (Ic) can be pentanone-2 or methyl isobutyl ketone with lithium bromide exchange reaction to obtain brominated octenone (Id), the magnesium bromide and this product with Grignard reaction , Which is then protected with dihydropyran or trimethylchlorosilane to give the corresponding tetrahydropyranyl ether (IId) or the silyl ether (IIe), and is intended to be introduced into the substituted ring by the 1,4-addition method Pentenone as a 15-methyl prostaglandin side chain.