Single-Step Construction of the <i>anti</i>
-Deoxypropionate Motif from Propylene: Formal Total Synthesis of the Cuticular Hydrocarbons Isolated from <i>Antitrogus parvulus</i>
作者:Toshiki Murayama、Kyoko Nozaki
DOI:10.1002/anie.201804711
日期:2018.8.27
Reported herein is the single‐step construction of an anti‐configured deoxypropionate motif by syndiospecific propylene oligomerization catalyzed by a Cs‐symmetric zirconocene complex. After oligomerization, oxidation of the oligomers by oxygen afforded oligopropylene alcohols in a single step. This strategy was applied to the single‐step preparation of rel‐(2R,4S,6R,8S)‐2,4,6,8‐tetramethylundecan‐1‐ol
本文报道的是通过C s对称的锆茂复合物催化的间同特异性丙烯低聚反应,一步法构建反构型的脱氧丙酸酯基序。低聚后,通过氧气氧化低聚物,在一步中得到低聚丙醇。该策略适用于rel-(2 R,4 S,6 R,8 S)-2,4,6,8-四甲基十一碳烯-1-醇的单步制备过程,该混合物是外消旋体合成片段的外消旋混合物。从甘蔗甲虫Antitrogus parvulus分离得到的表皮碳氢化合物。