Schiavo Lucie, Lebedel Ludivine, Massé Paul, Choppin Sabine, Hanquet Gilles
Laboratoire d'Innovation Moléculaire et Applications, ECPM, UMR 7042 , Université de Strasbourg/Université de Haute-Alsace, CNRS , 67000 Strasbourg , France.
J Org Chem. 2018 Jun 15;83(12):6247-6258. doi: 10.1021/acs.joc.7b02862. Epub 2018 Mar 30.
The Mukaiyama aldol reaction has been used to efficiently install a lateral chain at the C-9 position of the Wieland-Miescher ketone derivative 3 within two steps, representing a shortcut compared to that of the classical sequences. The treatment of the silylated enol ether 8 with a wide range of acetals in the presence of tin tetrachloride led to a the diastereoselective construction of the C-9 quaternary center of 33 new building blocks derived from the Wieland-Miescher ketone derivative 3.
向山羟醛反应已被用于在两步反应中有效地在维兰德-米舍尔酮衍生物3的C-9位安装侧链，与经典反应序列相比，这是一条捷径。在四氯化锡存在下，用多种缩醛处理甲硅烷基化烯醇醚8，可非对映选择性地构建33个源自维兰德-米舍尔酮衍生物3的新结构单元的C-9季碳中心。
