Catalytic Alkene Cyclization Reactions for the Stereoselective Synthesis of Complex "Terpenoid-like" Heterocycles.
Catalytic Alkene Cyclization Reactions for the Stereoselective Synthesis of Complex "Terpenoid-like" Heterocycles.
复制标题
DOI：
10.1039/c2sc21405a
复制
发表时间：
2013-01-01
期刊：
影响因子：
8.4
通讯作者：
Shaw JT
中科院分区：
文献类型：
--
作者：
Moore JT;Soldi C;Fettinger JC;Shaw JT
报道了一种新的高取代四氢喹啉的催化合成方法。该反应在一个步骤中形成多达两个环、三个键和三个具有优异的立体和区域控制的立体中心。尽管对照实验表明活性催化剂是质子酸，但Sc（OTf）3充当有效且实用的预催化剂。该反应的范围被证明与21个单环化反应和14个双环化反应。
A new catalytic synthesis of densely-substituted tetrahydroquinolines is described. This reaction forms up to two rings, three bonds, and three stereogenic centers with excellent stereo- and regiocontrol in a single step. Although control experiments demonstrate that the active catalyst is protic acid, Sc(OTf)3 serves as an effective and practical pre-catalyst. The scope of this reaction is demonstrated with 21 monocyclizations and 14 bicyclization reactions.