Back Thomas G, Hamilton Michael D
Department of Chemistry, University of Calgary, Alberta, Canada T2N 1N4.
Org Lett. 2002 May 16;4(10):1779-81. doi: 10.1021/ol0258482.
[reaction: see text] The conjugate addition of methyl (S)-(2-piperidyl)acetate (3) to 2-(3,4-dimethoxyphenyl)-1-(p-toluenesulfonyl)ethyne (4), followed by LDA-promoted intramolecular acylation, stereoselective reduction, and desulfonylation, afforded (-)-lasubine II.
[反应:见正文] (S)-(2-哌啶基)乙酸甲酯(3)与2-(3,4-二甲氧基苯基)-1-(对甲苯磺酰基)乙炔(4)进行共轭加成,接着通过LDA促进的分子内酰化、立体选择性还原和脱磺酰化反应,得到(-)-拉苏宾II。