Synlett

Synthesis of 2-substituted cyclobutanones as γ-irradiation marker products of lipid-containing foods

G Verniest, S Boterberg, J Colpaert, T Van Thienen…

文献索引：Verniest, Guido; Boterberg, Stefaan; Colpaert, Jeroen; Van Thienen, Tinneke; Stevens, Christian V.; De Kimpe, Norbert Synlett, 2004 , # 7 p. 1273 - 1275

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被引用次数: 10

摘要

Commercially available cyclobutanone 6 was converted into N-(cyclobutylidene)isopropylamine (7) [13] by reaction with isopropylamine (3.5 equiv) in diethyl ether in the presence of stoichiometric amounts of titanium(IV) chloride which acts as an activator and chemical dehydrating agent. Without purification, the cyclobutanone imine 7 was deprotonated with LDA in THF at -78 °C and the resulting 1-azaallylic anion intermediate was reacted with various alkylbromides ...