Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656, Japan.
Angew Chem Int Ed Engl. 2018 Aug 27;57(35):11394-11398. doi: 10.1002/anie.201804711. Epub 2018 Jul 26.
Reported herein is the single-step construction of an anti-configured deoxypropionate motif by syndiospecific propylene oligomerization catalyzed by a C -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.
本文报道了由 C 对称茂金属配合物催化的丙烯齐聚反应，以一步法构建反式脱氧丙酸基。齐聚物经氧化后，可一步得到低聚丙醇。该策略可用于从甘蔗甲虫 Antitrogus parvulus 中分离出的角质层烃的合成片段的外消旋混合物 rel-(2R,4S,6R,8S)-2,4,6,8-四甲基十一烷-1-醇的一步法制备。
