Department of Chemistry, Louisiana State University, 232 Choppin Hall, Baton Rouge, LA 70803 (USA) http://www.chemistry.lsu.edu.
Angew Chem Int Ed Engl. 2015 Apr 7;54(15):4641-5. doi: 10.1002/anie.201409758. Epub 2015 Feb 18.
A new method which enables carbon-carbon bond formation at the α'-position of silylenol ethers by using catalytic amounts of pyridinium triflate is reported. This chemistry successfully produces, structurally challenging, highly substituted indole-containing silylenol ethers in excellent yields with complete regiocontrol, presumably through silyloxyallyl cation intermediates. Despite the use of Brønsted acid, the silylenol ether moiety does not undergo protodesilylation, thus underscoring the very mild reaction conditions.
本文报道了一种新方法，该方法使用催化量的吡啶三氟甲磺酸，能够在硅烯醇醚的α'-位形成碳-碳键。这种化学方法成功地合成了结构具有挑战性的、高度取代的含吲哚的硅烯醇醚，产率高，区域选择性好，可能是通过硅氧基烯丙基阳离子中间体。尽管使用了布朗斯台德酸，但硅烯醇醚部分不会发生脱硅烷基化，这突出了反应条件非常温和。
