催化对映选择性[10+4]环加成反应
Catalytic Enantioselective [10+4] Cycloadditions.
作者信息
Donslund Bjarke S, Jessen Nicolaj Inunnguaq, Bertuzzi Giulio, Giardinetti Maxime, Palazzo Teresa A, Christensen Mette Louise, Jørgensen Karl Anker
机构信息
Department of Chemistry, Aarhus University, Langelandsgade 140, 8000, Aarhus C, Denmark.
出版信息
Angew Chem Int Ed Engl. 2018 Oct 1;57(40):13182-13186. doi: 10.1002/anie.201807830. Epub 2018 Sep 7.
The first peri- and stereoselective [10+4] cycloaddition between catalytically generated amino isobenzofulvenes and electron-deficient dienes is described. The highly stereoselective catalytic [10+4] cycloaddition exhibits a broad scope with high yields, reflecting a robust higher-order cycloaddition. Experimental and computational investigations support a kinetic distribution of intermediate rotamers dictating the enantioselectivity, which relies heavily on additive effects.
本文描述了催化生成的氨基异苯并呋喃与缺电子二烯之间的首例对映选择性和立体选择性[10+4]环加成反应。这种高度立体选择性的催化[10+4]环加成反应具有广泛的底物范围且产率高，体现了一种稳健的高阶环加成反应。实验和计算研究支持中间体旋转异构体的动力学分布决定对映选择性，这在很大程度上依赖于添加剂效应。
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