Macrocycles by Olefination of Dialdehydes with 1,3-Bis(dimethylphosphono)-2-propanone
作者:George Büchi、Hans Wüest
DOI:10.1002/hlca.19790620816
日期:1979.12.12
membered rings have been prepared in a single step by condensation of 1,3-bis (dimethylphosphono)-2-propanone (10) with the dialdehydes 14, 17, 20, and 42 in the presence of hydrogencarbonate in aqueous t-butyl alcohol at reflux without using high dilution techniques. The more highly unsaturated aldehydes give better yields and ketones 34 and 36, or mixtures of the two, were transformed to muscone (1) and
在单个步骤中通过的1,3-双(二甲基膦酰基)-2-丙酮(缩合已经制备的含15个17元环共轭环状二乙烯基酮10)与二醛14,17,20,和42中的存在碳酸氢在含水吨回流丁基醇,而不使用高稀释技术。更高不饱和醛的产率更高,酮34和36或两者的混合物通过标准方法转化为muscone (1)和Exaltone®。Civetone(2)是通过43加氢制备的。在吡啶溶液中。二烯酮29似乎是第一个α,β-不饱和酮,其中一个β-乙烯基质子比相应的α-质子在更高的电场下共振。