A C-B-A-D approach to brassinosteroids; obtention of a A-B-C ring system precursor
作者:R. Dizière、A. Tahri、D. Uguen
DOI:10.1016/s0040-4039(00)76708-6
日期:1994.6
Attempted conversion of the keto group of derivatives of trans-2-acetylcyclohexanemethanol to a butadienyl moiety proved unfeasible by using Wittig-type reagents. Olefination could be achieved however by condensing the parent methyl (or ethyl) trans-2-acetylcyclohexanecarboxylate with the lithio derivative of O-tetrahydropyranylated propargyl alcohol and reducing the resulting lactones by LiAlH4.
通过使用Wittig型试剂,试图将反式-2-乙酰基环己烷甲醇的衍生物的酮基转化为丁二烯基部分是不可行的。但是,可以通过将母体(或乙基)反式-2-乙酰基环己烷羧酸酯与O-四氢吡喃基化炔丙醇的硫代衍生物缩合,并通过LiAlH 4还原生成的内酯来实现烯烃的酯化反应。