Single-Step Construction of the anti-Deoxypropionate Motif from Propylene: Formal Total Synthesis of the Cuticular Hydrocarbons Isolated from Antitrogus parvulus
Single-Step Construction of the anti-Deoxypropionate Motif from Propylene: Formal Total Synthesis of the Cuticular Hydrocarbons Isolated from Antitrogus parvulus
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丙烯的反脱氧丙酸基序的一步构建：从小鳖分离的角质层烃的正式全合成
DOI：
10.1002/anie.201804711
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发表时间：
2018
期刊：
影响因子：
--
通讯作者：
Nozaki Kyoko
中科院分区：
文献类型：
--
作者：
Murayama Toshiki;Nozaki Kyoko
本文报道了一种Cs对称的茂锆络合物催化间位丙烯齐聚一步合成反式脱氧丙酸基序的方法。齐聚后，低聚物经氧气氧化一步得到低聚丙醇。这一策略被应用于rel‐(2R，4S，6R，8S)‐2，4，6，8‐tetramethylundecan‐1‐ol，的一步制备，该外消旋混合物是从甘蔗甲虫中分离出的角质碳氢化合物的合成片段的外消旋混合物。
Reported herein is the single‐step construction of ananti‐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, the racemic mixture of the synthetic fragment of the cuticular hydrocarbons isolated from the cane beetle Antitrogus parvulus.